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Highly enantioselective asymmetric autocatalysis of 2‐alkenyl‐ and 2‐vinyl‐5‐pyrimidyl alkanols with significant amplification of enantiomeric excess
Author(s) -
Sato Itaru,
Yanagi Tomotaka,
Soai Kenso
Publication year - 2002
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/chir.10068
Subject(s) - enantioselective synthesis , chemistry , autocatalysis , enantiomeric excess , enantiomer , chirality (physics) , organic chemistry , stereochemistry , catalysis , chiral anomaly , physics , fermion , quantum mechanics , nambu–jona lasinio model
Abstract 2‐Alkenyl‐ and 2‐vinyl‐5‐pyrimidyl alkanols are highly enantioselective asymmetric autocatalysts with significant amplification of enantiomeric excess in the enantioselective addition of diisopropylzinc to 2‐alkenyl‐ and 2‐vinylpyrimidine‐5‐carbaldehydes. Consecutive asymmetric autocatalysis starting from 7% ee increases the ee of pyrimidyl alkanol up to 99% without the need for any other chiral auxillary. Chirality 14:166–168, 2002.© 2002 Wiley‐Liss, Inc.