Stereoselective Synthesis of (-)-α-Conhydrine and Its Pyrrolidine Analogue

被引：13

作者：

Dong, Guang Ri ^{[2
]}

Hong, Seungmin ^{[2
]}

Kim, Seung In ^{[2
]}

Kim, In Su ^{[1
]}

Jung, Young Hoon ^{[2
]}

机构：

[1] Kyung Hee Univ, Coll Pharm, Seoul 130701, South Korea

[2] Sungkyunkwan Univ, Sch Pharm, Suwon 440746, South Korea

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 22期

基金：

新加坡国家研究基金会;

关键词：

Total synthesis; Natural products; Nitrogen heterocycles; Amination; CHLOROSULFONYL ISOCYANATE; DIASTEREOSELECTIVE AMINATION; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; CONCISE SYNTHESIS; ACID; RING; (-)-BETA-CONHYDRINE; METATHESIS;

D O I：

10.1002/ejoc.201200489

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective synthesis of ()-a-conhydrine and its pyrrolidine analogue was achieved from readily available D-erythronolactone. The key step of this synthesis includes a highly regioselective and diastereoselective addition of chlorosulfonyl isocyanate to 1,2-anti-dibenzyl ether to afford the 1,2-anti-amino alcohol.

引用

页码：4200 / 4205

页数：6

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