Catalytic One-Pot Synthesis of Trisubstituted Allenes from Terminal Alkynes and Ketones

被引：19
作者：
Liu, Qi [1 ,2 ]
Tang, Xinjun [1 ]
Cai, Yujuan [1 ,2 ]
Ma, Shengming [1 ,3 ]
机构：
[1] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Fudan Univ, Dept Chem, 220 Handan Lu, Shanghai 200433, Peoples R China
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 19期
基金：
中国国家自然科学基金;
关键词：
PROPARGYL CLAISEN REARRANGEMENT; AXIALLY CHIRAL ALLENYLSILANES; ASYMMETRIC-SYNTHESIS; SUBSTITUTED ALLENES; ENANTIOSELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; INTERMOLECULAR ADDITION; ALPHA-DIAZOESTERS; GRIGNARD-REAGENTS; HYDROSILYLATION;
D O I：
10.1021/acs.orglett.7b02443
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient one-pot synthesis of trisubstituted allenes from readily available terminal alkynes and ketones is realized. A wide range of trisubstituted allenes may be synthesized efficiently via this method. Preliminary mechanistic studies revealed that Cul and Ti(OEt)(4) are in charge of the formation of propargylic amine, while ZnBr2 is responsible for the transformation from propargylic amine to allene.
引用
收藏
页码：5174 / 5177
页数：4
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