Synthesis of enantiopure diamine ligands related to sparteine, via scandium triflate-catalyzed imino Diels-Alder reactions

被引：38

作者：

Danieli, B ^{[1
]}

Lesma, G ^{[1
]}

Passarella, D ^{[1
]}

Piacenti, P ^{[1
]}

Sacchetti, A ^{[1
]}

Silvani, A ^{[1
]}

Virdis, A ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 40期

关键词：

D O I：

10.1016/S0040-4039(02)01671-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Imino Diels-Alder reactions have been investigated as a new route to sparteine analogues. The first enantioselective synthesis of two diastereoisomeric tricyclic diamines, structurally equivalent to the ABC and BCD rings of the naturally occurring alkaloid, is reported, starting from enantiopure intermediates. The effectiveness of the diamines in the lithiation of N-Boc-pyrrolidine is discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7155 / 7158

页数：4

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