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Anjoy Majhi - One of the best experts on this subject based on the ideXlab platform.
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a facile one pot stereoselective synthesis of trisubstituted e 2 methylalk 2 enoic acids from unactivated baylis hillman adducts and a simple access to some important Insect Pheromones
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
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Synthetic Applications of the Baylis-Hillman Reaction: Simple and Convenient Synthesis of Five Important Insect Pheromones
Helvetica Chimica Acta, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy Majhi, Gurram MahenderAbstract:A simple and convenient synthesis of five important Insect Pheromones by means of Baylis–Hillman adducts is described, i.e., of (2E,4S)-2,4-dimethylhex-2-enoic acid (1), a mandibular-gland secretion of the male carpenter ant in the genus Camponotus, of (+)-(S)-manicone (2) and (+)-(S)-normanicone (3), two mandibular-gland constituents of Manica ants, and of (+)-dominicalure-I (6) and (+)-dominicalure-II (7), two aggregation Pheromones of the lesser grain borer Rhyzopertha dominica (F). For the first time, the potential of the Baylis–Hillman chemistry for the stereoselective synthesis of trisubstituted olefins was successfully applied to the synthesis of these pheromone compounds.
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A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important Insect Pheromones ☆
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
Biswanath Das - One of the best experts on this subject based on the ideXlab platform.
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a facile one pot stereoselective synthesis of trisubstituted e 2 methylalk 2 enoic acids from unactivated baylis hillman adducts and a simple access to some important Insect Pheromones
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
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Synthetic Applications of the Baylis-Hillman Reaction: Simple and Convenient Synthesis of Five Important Insect Pheromones
Helvetica Chimica Acta, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy Majhi, Gurram MahenderAbstract:A simple and convenient synthesis of five important Insect Pheromones by means of Baylis–Hillman adducts is described, i.e., of (2E,4S)-2,4-dimethylhex-2-enoic acid (1), a mandibular-gland secretion of the male carpenter ant in the genus Camponotus, of (+)-(S)-manicone (2) and (+)-(S)-normanicone (3), two mandibular-gland constituents of Manica ants, and of (+)-dominicalure-I (6) and (+)-dominicalure-II (7), two aggregation Pheromones of the lesser grain borer Rhyzopertha dominica (F). For the first time, the potential of the Baylis–Hillman chemistry for the stereoselective synthesis of trisubstituted olefins was successfully applied to the synthesis of these pheromone compounds.
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A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important Insect Pheromones ☆
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
Tolstikov Genrikh A - One of the best experts on this subject based on the ideXlab platform.
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L-(-)-Menthol in the Synthesis of Key Synthons for Optically Active Methyl-Branched Insect Pheromones
Chemistry of Natural Compounds, 2005Co-Authors: G. Yu. Ishmuratov, M. P. Yakovleva, V. A. Ganieva, D. V. Amirkhanov, Tolstikov Genrikh AAbstract:A synthesis of optically active 4S-methylhexanal, 1-bromo-3S-methylheptane, and 1-bromo-3S-methylundecane, which are key synthons for several methyl-branched Insect Pheromones, that is based on chemically selective transformations of 6-tosyloxy- and 6-iodoisopropyl-4R-methylhexanoates that are available from L-(-)-menthol was proposed.
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A new approach to the synthesis of racemic analogs of 1,5-dimethyl-branched Insect Pheromones from 4-methyltetrahydropyran
Russian Chemical Bulletin, 2003Co-Authors: G. Yu. Ishmuratov, M. P. Yakovleva, A. V. Galyautdinova, R. R. Muslukhov, Tolstikov Genrikh AAbstract:A new procedure was developed for the synthesis of racemic analogs of 1,5-dimethyl-branched Insect Pheromones based on monoalkylation of ethyl acetoacetate with 1-acetoxy-5-bromo-3-methylpentane produced upon decyclization of 4-methyltetrahydropyran.
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A versatile approach to the synthesis of 9(Z)-unsaturated acyclic Insect Pheromones from undec-10-enoic acid
Russian Chemical Bulletin, 1998Co-Authors: G. Yu. Ishmuratov, M. P. Yakovleva, R. Ya. Kharisov, N. M. Ishmuratova, O. V. Botsman, R. I. Galeeva, Tolstikov Genrikh AAbstract:A general approach to the synthesis of 9(Z)-unsaturated acyclic Insect Pheromones from undec-10-enoic acid was developed. The method comprises the conversion of the acid into undec-10-enyl acetate, shortening of its carbon chain to afford dec-9-enyl acetate (via 11-acetoxyundecanoic acid), and a two-step transformation of the latter into the key intermediate, dec-9-yn-1-ol, by sequential bromination—dehydrobromination. The elimination of two HBr molecules from the dibromide is effectively performed using Bu1OK in the presence of dibenzo-18-crown-6 as the catalyst.
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Monoterpenoids in the synthesis of optically active Insect Pheromones
Russian Chemical Reviews, 1997Co-Authors: G. Yu. Ishmuratov, M. P. Yakovleva, Tolstikov Genrikh AAbstract:The data on the application of cyclic and acyclic monoterpenoids in the synthesis of optically active Insect Pheromones are summarised. The bibliography includes 99 references.
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Use of enyne compounds in the synthesis of Insect Pheromones
Chemistry of Natural Compounds, 1997Co-Authors: G. Yu. Ishmuratov, V. N. Odinokov, N. M. Ishmuratova, Tolstikov Genrikh AAbstract:A new approach has been developed to the synthesis of monogenic Insect Pheromones with acetogenin and macrolide structures, using the low reactivity of ozone and of 9-borabicyclo[3.3.1]nonane towards an acetylenic function as compared with a vinyl function.
Nikhil Chowdhury - One of the best experts on this subject based on the ideXlab platform.
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a facile one pot stereoselective synthesis of trisubstituted e 2 methylalk 2 enoic acids from unactivated baylis hillman adducts and a simple access to some important Insect Pheromones
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
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Synthetic Applications of the Baylis-Hillman Reaction: Simple and Convenient Synthesis of Five Important Insect Pheromones
Helvetica Chimica Acta, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy Majhi, Gurram MahenderAbstract:A simple and convenient synthesis of five important Insect Pheromones by means of Baylis–Hillman adducts is described, i.e., of (2E,4S)-2,4-dimethylhex-2-enoic acid (1), a mandibular-gland secretion of the male carpenter ant in the genus Camponotus, of (+)-(S)-manicone (2) and (+)-(S)-normanicone (3), two mandibular-gland constituents of Manica ants, and of (+)-dominicalure-I (6) and (+)-dominicalure-II (7), two aggregation Pheromones of the lesser grain borer Rhyzopertha dominica (F). For the first time, the potential of the Baylis–Hillman chemistry for the stereoselective synthesis of trisubstituted olefins was successfully applied to the synthesis of these pheromone compounds.
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A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important Insect Pheromones ☆
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
Joydeep Banerjee - One of the best experts on this subject based on the ideXlab platform.
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a facile one pot stereoselective synthesis of trisubstituted e 2 methylalk 2 enoic acids from unactivated baylis hillman adducts and a simple access to some important Insect Pheromones
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.
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Synthetic Applications of the Baylis-Hillman Reaction: Simple and Convenient Synthesis of Five Important Insect Pheromones
Helvetica Chimica Acta, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy Majhi, Gurram MahenderAbstract:A simple and convenient synthesis of five important Insect Pheromones by means of Baylis–Hillman adducts is described, i.e., of (2E,4S)-2,4-dimethylhex-2-enoic acid (1), a mandibular-gland secretion of the male carpenter ant in the genus Camponotus, of (+)-(S)-manicone (2) and (+)-(S)-normanicone (3), two mandibular-gland constituents of Manica ants, and of (+)-dominicalure-I (6) and (+)-dominicalure-II (7), two aggregation Pheromones of the lesser grain borer Rhyzopertha dominica (F). For the first time, the potential of the Baylis–Hillman chemistry for the stereoselective synthesis of trisubstituted olefins was successfully applied to the synthesis of these pheromone compounds.
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A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important Insect Pheromones ☆
Tetrahedron Letters, 2006Co-Authors: Biswanath Das, Joydeep Banerjee, Nikhil Chowdhury, Anjoy MajhiAbstract:Abstract An efficient one-pot stereoselective synthesis of trisubstituted ( E )-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis–Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al–NiCl 2 ·6H 2 O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important Insect Pheromones, (4 S ,2 E )-2,4-dimethyl-2-hexenoic acid, (+)-( S )-manicone and (+)-( S )-normanicone.