Bifunctional Organo/Metal Cooperatively Catalyzed [3+2] Annulation of para-Quinone Methides with Vinylcyclopropanes: Approach to Spiro[4.5]deca-6,9-diene-8-ones

被引：137
|
作者：
Yuan, Zhenbo
Wei, Weiwei
Lin, Aijun [1 ]
Yao, Hequan [1 ]
机构：
[1] China Pharmaceut Univ, State Key Lab Nat Med SKLNM, Nanjing 210009, Jiangsu, Peoples R China
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 14期
基金：
中国国家自然科学基金;
关键词：
CRAFTS ALLYLIC ALKYLATION; ASYMMETRIC 1,6-CONJUGATE ADDITION; TRANSITION-METAL CATALYSIS; DUAL-REAGENT CATALYSIS; VINYL CYCLOPROPANES; C-H; ENANTIOSELECTIVE CONSTRUCTION; CHIRAL PHOSPHINE; ALDOL REACTION; PHENOLS;
D O I：
10.1021/acs.orglett.6b01512
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel [3 + 2] annulation between para-quinone methides and vinylcyclopropanes for the synthesis of spiro[4.5]deca-6,9-diene-8-ones has been described. The palladium and phosphine thiourea cooperative catalysis system played an important role in high yields and diastereoselectivities. The reaction exhibited good functional group tolerance and scalability.
引用
收藏
页码：3370 / 3373
页数：4
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