TY - JOUR
T1 - A new BINOL-derived chiral bifunctional phosphine organocatalyst
T2 - Preparation and application in asymmetric (Aza)-morita-baylis-hillman reactions
AU - Wang, Chunzhang
AU - Wang, Lijun
AU - Zeng, San
AU - Xu, Silong
AU - He, Zhengjie
PY - 2013/11/1
Y1 - 2013/11/1
N2 - A new BINOL-derived chiral bifunctional phosphine has been designed and successfully prepared, which features a cyclic substructure of 1,3,5-diazaphosphinane. This chiral phosphine possesses good air stability in solid state, and it can be conveniently used as a relatively more nucleophilic phosphine organocatalyst. Preliminary investigations showed that it could generally afford fair to excellent yields but only modest enantioselectivity in the (aza)-Morita-Baylis-Hillman reactions of activated olefins such as ethyl acrylate and methyl vinyl ketone with aldehydes or imines. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus Sulfer and Silicon and the Related Elements for the following free supplemental files: Additional text and figures.]
AB - A new BINOL-derived chiral bifunctional phosphine has been designed and successfully prepared, which features a cyclic substructure of 1,3,5-diazaphosphinane. This chiral phosphine possesses good air stability in solid state, and it can be conveniently used as a relatively more nucleophilic phosphine organocatalyst. Preliminary investigations showed that it could generally afford fair to excellent yields but only modest enantioselectivity in the (aza)-Morita-Baylis-Hillman reactions of activated olefins such as ethyl acrylate and methyl vinyl ketone with aldehydes or imines. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus Sulfer and Silicon and the Related Elements for the following free supplemental files: Additional text and figures.]
KW - asymmetric catalysis
KW - bifunctional organocatalyst
KW - Chiral phosphine
KW - Morita-Baylis-Hillman reaction
UR - https://www.scopus.com/pages/publications/84884822863
U2 - 10.1080/10426507.2012.761987
DO - 10.1080/10426507.2012.761987
M3 - 文章
AN - SCOPUS:84884822863
SN - 1042-6507
VL - 188
SP - 1548
EP - 1554
JO - Phosphorus, Sulfur and Silicon and the Related Elements
JF - Phosphorus, Sulfur and Silicon and the Related Elements
IS - 11
ER -