Phosphine-oxide-catalyzed Enantioselective Cross-aldol Reactions of Aldehydes with Trichlorosilane as Lewis Acid Promoter

被引：1
|
作者：
Kotani, Shunsuke [1 ]
Hanamure, Takuya [1 ]
Mori, Yoshiki [1 ]
Nakajima, Makoto [1 ]
机构：
[1] Kumamoto Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 5-1 Oe Honmachi, Kumamoto 8620973, Japan
来源：
CHEMCATCHEM | 2020年 / 12卷 / 19期
关键词：
Aldol reaction; Enantioselectivity; Hypervalent silicon; Lewis base; Phosphine oxide; BASIC N-FORMAMIDE; ASYMMETRIC REDUCTION; STEREOSELECTIVE REDUCTION; AROMATIC KETIMINES; ORGANIC ACTIVATORS; ORGANOCATALYSTS; IMINES; EFFICIENT; KETONES; ADDITIONS;
D O I：
10.1002/cctc.202000914
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A hypervalent silicon complex between trichlorosilane and a chiral phosphine oxide acts as an effective Lewis acid mediator that successfully promotes highly enantioselective cross-aldol reactions between two aldehydes. The high yielding transformation is realized with the assistance of triisobutylamine, which does not decompose trichlorosilane but rather converts the aldol donor into the silyl enol ether that undergoes the enantioselective cross-aldol reaction with a second aldehyde in combination with the chiral phosphine oxide catalyst.
引用
收藏
页码：4780 / 4783
页数：4
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