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Mechanism of enantioselective protonation of an enolate in the presence of a chiral phenolic additive
Author(s) -
Eames Jason,
Weerasooriya Neluka
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:10<787::aid-chir8>3.0.co;2-0
Subject(s) - enantioselective synthesis , chemistry , protonation , chirality (physics) , oxazoline , stereochemistry , mechanism (biology) , organic chemistry , catalysis , ion , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark , philosophy , epistemology
The synthesis of enantiomerically enriched (+)‐( R )‐2‐methyl‐1‐tetralone 1 (up to 29% e.e.) was achieved by enantioselective protonation of the achiral enolate such as 2 , using the oxazoline ( S )‐ 3 as the source of chirality. Chirality 11:787–789, 1999. © 1999 Wiley‐Liss, Inc.