Premium
Chymopapain‐Catalyzed Direct Asymmetric Aldol Reaction
Author(s) -
He YanHong,
Li HaiHong,
Chen YanLi,
Xue Yang,
Yuan Yi,
Guan Zhi
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100555
Subject(s) - chemistry , chymopapain , aldol reaction , catalysis , organic chemistry , organocatalysis , acetonitrile , enantioselective synthesis , combinatorial chemistry , biochemistry
Chymopapain, a cysteine proteinase isolated from the latex of the unripe fruits of Carica papaya , displays a promiscuous activity to catalyze the direct asymmetric aldol reactions of aromatic and heteroaromatic aldehydes with cyclic and acyclic ketones in acetonitrile in the presence of a phosphate buffer. The excellent enantioselectivities of up to 96% ee and high diastereoselectivities of up to >99:1 ( anti / syn ) were achieved. The novel catalytic promiscuity of chymopapain widens the applicability of this biocatalyst in organic synthesis.