Gold(I) catalyzed tandem cyclization of propargylic esters to 4-acyloxy-1,2-dihydroquinolines

被引：19

作者：

Sun, Yuan-Ming ^{[1
,2
,3
]}

Gu, Peng ^{[1
,2
,3
]}

Gao, Yu-Ning ^{[1
,2
,3
]}

Xu, Qin ^{[1
,2
,3
]}

Shi, Min ^{[1
,2
,3
,4
]}

机构：

[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

[3] 130 MeiLong Rd, Shanghai 200237, Peoples R China

[4] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 42期

基金：

中国国家自然科学基金;

关键词：

DIELS-ALDER REACTION; EFFICIENT SYNTHESIS; CONCISE SYNTHESIS; 1,6-DIYNE ESTERS; CYCLOISOMERIZATION; CYCLOADDITION; 1,2-ACYLOXY; REARRANGEMENT; MIGRATION; 3-ACYLOXY-1,4-ENYNES;

D O I：

10.1039/c6cc03132c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An effective synthetic protocol for structurally diverse 4-acyloxy-1,2-dihydroquinoline compounds has been accomplished by a gold(I)-catalyzed tandem [3,3]-rearrangement and intramolecular hydroamination of propargylic esters, affording the desired products in good yields. Moreover, the asymmetric variant of this cyclization has also been achieved using a chiral nitrogen acyclic carbene (NAC) gold(I) complex. These products have application in the enantioselective synthesis of an aromatase inhibitor within three simple steps.

引用

页码：6942 / 6945

页数：4

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