Construction of Vicinal Quaternary Carbon Centers via Cobalt-Catalyzed Asymmetric Reverse Prenylation

被引：32
|
作者：
Sun, Minghe [2 ]
Chen, Jia-Feng [1 ]
Chen, Shufeng [2 ]
Li, Changkun [1 ]
机构：
[1] Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engn Chiral Drugs, Sch Chem & Chem Engn, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[2] Inner Mongolia Univ, Inner Mongolia Key Lab Fine Organ Synth, Dept Chem & Chem Engn, Hohhot 010021, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 05期
基金：
中国国家自然科学基金;
关键词：
ENANTIOSELECTIVE ALLYLIC AMINATION; ALKYL-HALIDES; CONJUGATE ADDITION; COUPLING REACTION; ALLYLATION; IRON; PALLADIUM; ACETATES; SUBSTITUTION; RETENTION;
D O I：
10.1021/acs.orglett.8b04030
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly enantioselective cobalt-catalyzed reverse prenylation of beta-ketoester with tertiary allylic carbonate to construct vicinal all-carbon quaternary carbon centers has been developed. By using the cobalt/(S,S)Ph-BPE complex generated in situ with zinc reduction, excellent branched to linear selectivity (>20:1) and up to 92% ee have been obtained.
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页码：1278 / 1282
页数：5
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