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A New Synthesis Route to Enantiomerically Pure Jasmonoids
Author(s) -
Ernst Martin,
Helmchen Günter
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20021104)41:21<4054::aid-anie4054>3.0.co;2-k
Subject(s) - combinatorial chemistry , enantioselective synthesis , catalysis , chemistry , stereochemistry , computer science , organic chemistry
An important class of phytohormones are jasmonoids. A variety of jasmonoids in the natural cis configuration are now accessible by a general strategy. Key building blocks are enantiomerically pure lactones of type A with a leaving group Y which can be prepared by a catalytic asymmetric synthesis. Reaction with zinc cyanocuprates affords products with the requisite cis configuration that can be transformed into the target compounds in a few steps.