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Inversion of Configurations of Contiguous Carbinol Centres: Application to the Synthesis of Both Enantiomers of Natural Products from the Same Enantiomerically Pure Starting Material by Petpiboon Prasit; Gilles Robertson; Joshua Rokach is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

What is Inversion of Configurations of Contiguous Carbinol Centres: Application to the Synthesis of Both Enantiomers of Natural Products from the Same Enantiomerically Pure Starting Material about?

A novel method for effecting the inversion of configuration of two and three contiguous carbinol centers in a diol, trial, and tetraol chain, thus affording the opposite enantiomer with > 98% e.e., has been developed. The method is based on the sequential formation of a terminal epoxide, Payne rearrangement, and intramolecular lactonization. Application of this methodology to the synthesis of a leukotriene A4 intermediate and its enantiomer, and the oviposition attractant pheromone of the mosquito Culex pipiens fatiguns and its enantiomer, from the same enantiomerically pure starting material is described'.

Who reads Inversion of Configurations of Contiguous Carbinol Centres: Application to the Synthesis of Both Enantiomers of Natural Products from the Same Enantiomerically Pure Starting Material?

Author

Petpiboon Prasit; Gilles Robertson; Joshua Rokach

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0008-6215)

Published

1990

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)