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Preparation of Enantiomerically Pure Chiral Alcohols by Asymmetric Alkylation of Glycolates
Author(s) -
Helmchen Günter,
Wierzchowski Reiner
Publication year - 1984
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198400601
Subject(s) - alkylation , reagent , chemistry , organic chemistry , chiral auxiliary , enantioselective synthesis , chiral derivatizing agent , enantiomer , catalysis , chiral column chromatography
Partially protected chiral 1,2‐diols 3 are obtained enantiomerically pure unsuing the chiral reagent 1 , R 1 COCH 2 OBn. Lithiation/alkylation leads with diastereoselectivites of ca. 90% to 2 , R 2 Me, Et, n ‐decyl, which can be reduced to the alcohols ( S )‐ 3 ; exo ‐ 1 reacts analogously.
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