The Experts below are selected from a list of 18 Experts worldwide ranked by ideXlab platform
Pei-qiang Huang - One of the best experts on this subject based on the ideXlab platform.
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Towards stereochemical control: A short formal enantioselective total synthesis of pumiliotoxins 251D and 237A
Beilstein-Institut, 2013Co-Authors: Jie Zhang, Hong-kui Zhang, Pei-qiang HuangAbstract:A concise enantioselective synthesis of the advanced intermediate 5 for the synthesis of pumiliotoxins (Gallagher’s intermediate) is described. The synthesis started from the regio- and trans-diastereoselective (dr = 98:2) reductive 3-butenylation of (R)-3-(tert-butyldimethylsilyloxy)glutarimide 14. After O-desilylation and Dess–Martin oxidation, the resulting keto-lactam 10 was subjected to a highly trans-stereoselective addition of the methylmagnesium iodide to give carbinol 11 as sole diastereomer. An efficient ring closure procedure consisting of ozonolysis and reductive dehydroxylation provided the Indolizidine Derivative 5, which completed the formal enantioselective total synthesis of pumiliotoxins 251D and 237A
Huang Pei-qiang - One of the best experts on this subject based on the ideXlab platform.
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Towards stereochemical control: A short formal enantioselective total synthesis of pumiliotoxins 251D and 237A
'Beilstein Institut', 2013Co-Authors: Zhang Jie, Zhang Hong-kui, Huang Pei-qiangAbstract:National Basic Research Program (973 Program) of China [2010CB833200]; NSF of China [21072160, 21332007]; Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) of Ministry of Education, ChinaA concise enantioselective synthesis of the advanced intermediate 5 for the synthesis of pumiliotoxins (Gallagher's intermediate) is described. The synthesis started from the regio- and trans-diastereoselective (dr = 98:2) reductive 3-butenylation of (R)-3-(tert-butyldimethylsilyloxy) glutarimide 14. After O-desilylation and Dess-Martin oxidation, the resulting keto-lactam 10 was subjected to a highly trans-stereoselective addition of the methylmagnesium iodide to give carbinol 11 as sole diastereomer. An efficient ring closure procedure consisting of ozonolysis and reductive dehydroxylation provided the Indolizidine Derivative 5, which completed the formal enantioselective total synthesis of pumiliotoxins 251D and 237A
Jie Zhang - One of the best experts on this subject based on the ideXlab platform.
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Towards stereochemical control: A short formal enantioselective total synthesis of pumiliotoxins 251D and 237A
Beilstein-Institut, 2013Co-Authors: Jie Zhang, Hong-kui Zhang, Pei-qiang HuangAbstract:A concise enantioselective synthesis of the advanced intermediate 5 for the synthesis of pumiliotoxins (Gallagher’s intermediate) is described. The synthesis started from the regio- and trans-diastereoselective (dr = 98:2) reductive 3-butenylation of (R)-3-(tert-butyldimethylsilyloxy)glutarimide 14. After O-desilylation and Dess–Martin oxidation, the resulting keto-lactam 10 was subjected to a highly trans-stereoselective addition of the methylmagnesium iodide to give carbinol 11 as sole diastereomer. An efficient ring closure procedure consisting of ozonolysis and reductive dehydroxylation provided the Indolizidine Derivative 5, which completed the formal enantioselective total synthesis of pumiliotoxins 251D and 237A
Zhang Jie - One of the best experts on this subject based on the ideXlab platform.
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Towards stereochemical control: A short formal enantioselective total synthesis of pumiliotoxins 251D and 237A
'Beilstein Institut', 2013Co-Authors: Zhang Jie, Zhang Hong-kui, Huang Pei-qiangAbstract:National Basic Research Program (973 Program) of China [2010CB833200]; NSF of China [21072160, 21332007]; Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) of Ministry of Education, ChinaA concise enantioselective synthesis of the advanced intermediate 5 for the synthesis of pumiliotoxins (Gallagher's intermediate) is described. The synthesis started from the regio- and trans-diastereoselective (dr = 98:2) reductive 3-butenylation of (R)-3-(tert-butyldimethylsilyloxy) glutarimide 14. After O-desilylation and Dess-Martin oxidation, the resulting keto-lactam 10 was subjected to a highly trans-stereoselective addition of the methylmagnesium iodide to give carbinol 11 as sole diastereomer. An efficient ring closure procedure consisting of ozonolysis and reductive dehydroxylation provided the Indolizidine Derivative 5, which completed the formal enantioselective total synthesis of pumiliotoxins 251D and 237A
Masakatsu Shibasaki - One of the best experts on this subject based on the ideXlab platform.
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asymmetric heck reaction of alkenyl iodides in the presence of silver salts catalytic asymmetric synthesis of decalin and functionalized Indolizidine Derivatives
ChemInform, 1994Co-Authors: Yoshihiro Sato, S Nukui, Mikiko Sodeoka, Masakatsu ShibasakiAbstract:Abstract Decalin Derivatives 3 (up to 80% ee) and Indolizidine Derivative 6 (up to 86% ee) have been synthesized by an asymmetric Heck reaction starting with prochiral alkenyl iodides 1 and 4 , respectively. The important role of silver salts in the asymmetric Heck reaction is discussed, and the conversion of 6 to δ-coniceine ( 24 ) is also described.
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catalytic asymmetric synthesis of a functionalized Indolizidine Derivative a useful intermediate suitable for the synthesis of various glycosidase inhibitors
ChemInform, 1993Co-Authors: S Nukui, Mikiko Sodeoka, Masakatsu ShibasakiAbstract:Abstract Indolizidine Derivative 7 has been sythesized in up 86% ee by an asymmetric Heack reaction (Pd(O)-BPPFOH, Ag-exchanged zeolite) starting with prochiral alkenyl iodide 5. Conversion of 7 to δ-coniceine (9) is also described.