Organocatalyzed Asymmetric Allylic Alkylation Enables Synthesis of Chiral γ-Lactones Bearing Vicinal Tertiary and Quaternary Stereocenters

被引：10
|
作者：
Mando, Morgane [1 ]
Fares, Mathieu [1 ]
Kowandy, Christelle [1 ]
Grellepois, Fabienne [1 ]
Riguet, Emmanuel [1 ]
机构：
[1] Univ Reims, Inst Chim Mol Reims, CNRS, UMR 7312, F-51097 Reims, France
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 29期
关键词：
CATALYTIC ENANTIOSELECTIVE CONSTRUCTION; CARBONATES;
D O I：
10.1021/acs.orglett.2c02001
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of enantioenriched alpha-aryl-alpha'-allyl-gamma- butyrolactones bearing vicinal tertiary and quaternary stereocenters through organocatalyzed asymmetric allylic alkylation is reported. The process demonstrated that weakly stabilized enolates derived from alpha- aryl-gamma-butyrolactones can undergo regio-, diastereo-, and enantiose-lective allylation using the proper activation of Morita-Baylis- Hillman (MBH) carbonates.
引用
收藏
页码：5351 / 5355
页数：5
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