Palladium-Catalyzed Asymmetric Nitrogen-Selective Addition Reaction of Indoles to Alkoxyallenes

被引：36

作者：

Jang, Seok Hyeon ^{[1
]}

Kim, Hyun Woo ^{[2
]}

Jeong, Wook ^{[1
]}

Moon, Dohyun ^{[3
]}

Rhee, Young Ho ^{[1
]}

机构：

[1] Pohang Univ Sci & Technol, Dept Chem, 77 Cheongam Ro, Pohang 37673, Gyeongbuk, South Korea

[2] Korea Res Inst Chem Technol, Ctr Mol Modeling & Simulat, 141 Gajeongro, Daejeon 34114, South Korea

[3] Pohang Accelerator Lab, Beamline Dept, 80 Jigokro 127 Beongil, Pohang 37673, Gyeongbuk, South Korea

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 04期

基金：

新加坡国家研究基金会;

关键词：

DE-NOVO SYNTHESIS; ALLYLIC ALKYLATION; ENANTIOSELECTIVE SYNTHESIS; REGIOSELECTIVE SYNTHESIS; N-ALLYLINDOLES; ALLYLATION; INDOLINES; ALLENES; CARBOXYLATION; CONSTRUCTION;

D O I：

10.1021/acs.orglett.8b00191

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new palladium-catalyzed asymmetric addition reaction of indoles to alkoxyallenes is reported. Remarkably, the reaction showed complete regioselectivity toward the nitrogen. A new mechanism distinct from that of conventional pi-allyl chemistry is proposed to explain this unique selectivity. The utility of the reaction is demonstrated by highly efficient and flexible synthesis of N-glycosylindoles.

引用

页码：1248 / 1251

页数：4

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