Zinc-Mediated Asymmetric Allylation of Chiral N-tert-Butanesulfinyl Aldimines with 3-Bromomethyl-5H-furan-2-one

被引：6
|
作者：
Shen, An [1 ]
He, Zhi-Tao [1 ]
Yu, Hong-Jie [1 ]
Fukui, Yuki [1 ]
Tian, Ping [1 ]
Lin, Guo-Qiang [1 ]
机构：
[1] Chinese Acad Sci, Key Lab Synthet Chem Nat Subst, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
来源：
SYNLETT | 2013年 / 24卷 / 13期
关键词：
zinc; diastereoselective; asymmetric allylation; chiral aldimines; alpha-methylene-gamma-butyrolactones; METHYLENE-GAMMA-BUTYROLACTONES; ANTIINFLAMMATORY SESQUITERPENE LACTONE; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; HOMOALLYLIC AMINES; AQUEOUS-MEDIA; IMINES; REAGENTS; HELENALIN; ALDEHYDES;
D O I：
10.1055/s-0033-1339307
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The zinc-mediated asymmetric allylation of chiral N-tert-butanesulfinyl aldimines with 3-bromomethyl-5H-furan-2-one proceeded in good anti/syn selectivities, providing optically pure substituted alpha-methylene-gamma-butyrolactones bearing chiral amine with moderate to excellent yields (28-92%) and diastereoselectivities (76% to >99% de).
引用
收藏
页码：1649 / 1656
页数：8
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