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Direct asymmetric aldol reactions catalyzed by (4 R )‐4‐(β‐Naphthalenyl)methoxy‐( S )‐proline
Author(s) -
Shen Zongxuan,
Chen Wuhong,
Jiang Hong,
Ding Yi,
Luo Xiaoqing,
Zhang Yawen
Publication year - 2005
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.20107
Subject(s) - aldol reaction , chemistry , proline , acetone , adduct , catalysis , solvent , derivative (finance) , organocatalysis , organic chemistry , stereochemistry , enantioselective synthesis , medicinal chemistry , amino acid , biochemistry , financial economics , economics
A novel proline derivative, (4 R )‐4‐(β‐Naphthalenyl)methoxy‐( S )‐proline, was conveniently prepared from the naturally occurring (4 S )‐hydroxy‐( S )‐proline; 5 mol % of this compound efficiently catalyzes the asymmetric aldol reactions of various benzaldehydes with acetone in excess of acetone as the solvent, giving the aldol adducts in good yields with ee up to 89.8%. Chirality 17:119–120, 2005 . © 2005 Wiley‐Liss, Inc.