Highly Enantioselective Nickel-Catalyzed Intramolecular Reductive Cyclization of Alkynones

被引：74
|
作者：
Fu, Wenzhen [1 ]
Nie, Ming [1 ]
Wang, Aizhen [1 ]
Cao, Ziping [1 ]
Tang, Wenjun [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 08期
基金：
中国国家自然科学基金;
关键词：
alkynones; asymmetric catalysis; cyclization; nickel; Pligands; BURSERA MICROPHYLLA BURSERACEAE; BOND-FORMING HYDROGENATION; ALDEHYDE OXIDATION LEVEL; ALLYLIC ALCOHOLS; STEREOSELECTIVE CYCLIZATION; ACETYLENIC ALDEHYDES; ANTITUMOR AGENTS; ALKYNES; EFFICIENT; LIGNANS;
D O I：
10.1002/anie.201410700
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first asymmetric nickel-catalyzed intramolecular reductive cyclization of alkynones is reported. A P-chiral monophosphine and triethylsilane were used as the ligand and the reducing reagent, respectively, to form a series of tertiary allylic alcohols bearing furan/pyran rings in excellent yields and enantioselectivities. This reaction has a broad substrate scope and enabled the efficient synthesis of dehydroxycubebin and chiral dibenzocyclooctadiene skeletons.
引用
收藏
页码：2520 / 2524
页数：5
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