Premium
A series of new C 2 ‐symmetric amino alcohols with multicoordination groups: Promising catalysts for synthesis of both enantiomers in the borane‐mediated reduction of prochiral ketones
Author(s) -
Zhou Yan,
Wang YaWen,
Dou Wei,
Zhang Dong,
Liu WeiSheng
Publication year - 2009
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.20652
Subject(s) - chemistry , borane , enantiomer , catalysis , toluene , ketone , organic chemistry , boranes , medicinal chemistry , boron
A series of new C 2 ‐symmetric amino alcohols with multicoordination groups have been synthesized and successfully applied as catalysts in the borane asymmetric reduction of prochiral ketones in refluxing toluene, providing the corresponding secondary alcohols with up to 90% ee. An unusual temperature‐dependent reversal of stereochemistry was also observed. Chirality, 2009. © 2008 Wiley‐Liss, Inc.