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An Iterative Procedure for the Synthesis of Conjugated ψ‐Chlorotrienoic and ‐tetraenoic Esters and Related Derivatives
Author(s) -
Mladenova Margarita,
Tavlinova Maya,
Momchev Momcho,
Alami Mouâd,
Ourévitch Michèle,
Brion Jean Daniel
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300110
Subject(s) - conjugated system , chemistry , allylic rearrangement , stereoselectivity , wittig reaction , alcohol , organic chemistry , combinatorial chemistry , catalysis , polymer
An iterative stereoselective procedure for the synthesis of isomers of conjugated ψ‐chlorotrienoic esters and ψ‐chlorotetraenoic esters as well as related conjugated ψ‐chloropolyenynoic esters is described, using readily available conjugated chlorodienol and chloroenynol derivatives as starting materials. The two‐step sequence studied is based on repetition of a one‐pot conjugated allylic alcohol oxidation/Wittig reaction followed by a reduction step. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)