Synthesis of amino thiols and isocysteines via regioselective ring opening of sulfamidates with tetrathiomolybdate

被引：14

作者：

Baig, R. B. Nasir ^{[1
]}

Kumar, N. Y. Phani ^{[1
]}

Mannuthodikayil, Jamsad ^{[1
]}

Chandrasekaran, Srinivasan ^{[1
,2
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

[2] Indian Inst Sci, Jawaharlal Nehru Ctr Adv Sci Res, Bangalore 560012, Karnataka, India

来源：

TETRAHEDRON | 2011年 / 67卷 / 17期

关键词：

Tetrathiomolybdate; Sulfamidates; Burgess reagent; Amino thiols; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; AZIRIDINES; CATALYSTS; DISPLACEMENT; CHEMISTRY; SULFIDES; PHASE;

D O I：

10.1016/j.tet.2011.02.074

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we present a simple and highly efficient method for the synthesis of beta and gamma-amino thiols via regioselective ring opening of sulfamidates with tetrathiomolybdate 1. The generality of this methodology has been shown by synthesizing carbohydrate derived beta-amino thiol. The scope and versatility of this methodology has been demonstrated by synthesizing biologically important unnatural amino acids like isocysteines in optically pure form. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：3111 / 3118

页数：8

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