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Chirale Isoprenylether aus 3‐Ethoxy‐2‐methylacrolein durch vinyloge Umesterung und Wittig‐Alkenylierung
Author(s) -
Maier Martha Silvia,
Breitmaier Eberhard
Publication year - 1987
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198719870340
Subject(s) - chemistry , wittig reaction , alkoxy group , transesterification , enantioselective synthesis , organic chemistry , terpene , stereochemistry , catalysis , alkyl
Chiral Isoprenyl Ethers from 3‐Ethoxy‐2‐methylacrolein by Vinylogous Transesterification and Wittig Alkenylation Chiral isoprenyl ethers 5 as potential starting materials for enantioselective syntheses of cyclic terpenes are shown in a model reaction to be prepared by vinylogous transesterification of 3‐ethoxy‐2‐methylacrolein ( 1 ) with chiral alcohols such as ( R )‐ and ( S )‐1,2‐ O ‐isopropylideneglycerol 2 and subsequent Wittig alkenylation of the resulting chiral 3‐alkoxy‐2‐methylacroleins 3 .