Upjohn Dihydroxylation

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Herman S. Overkleeft - One of the best experts on this subject based on the ideXlab platform.

Adrianus M C H Van Den Nieuwendijk - One of the best experts on this subject based on the ideXlab platform.

David S. Nirschl - One of the best experts on this subject based on the ideXlab platform.

  • Dihydroxylation of Polyenes Using Narasaka's Modification of the Upjohn Procedure.
    The Journal of organic chemistry, 1998
    Co-Authors: Andreas Gypser, Michel D, David S. Nirschl
    Abstract:

    Dihydroxylation of a variety of commercially available polyenes has been investigated using phenylboronic acid, N-methylmorpholine N-oxide (NMO), and osmium tetroxide in anhydrous solvent. The diastereoselectivity of multiple oxidation steps is in some cases affected by the in situ protection of the intermediate ene−diols as phenyboronic esters, affording polyols not available from the standard Upjohn Dihydroxylation procedure. A convenient oxidative deprotection of the phenylboronic esters is also described.

Martijn D P Risseeuw - One of the best experts on this subject based on the ideXlab platform.

Sander E Engelsma - One of the best experts on this subject based on the ideXlab platform.