Regioselective synthesis of spiro-cyclopropanated 1-aminopyrrol-2-ones by Bi(OTf)3-catalyzed one-pot 'Mukaiyama-Michael addition/cyclization/ring-contraction' reactions of 1,2-bis(trimethylsilyloxy)cyclobutene with 1,2-diaza-1,3-butadienes

被引：14

作者：

Attanas, Orazio A. ^{[1
]}

Favi, Gianfranco ^{[1
]}

Giorgi, Gianluca ^{[2
]}

Mantellini, Fabio ^{[1
]}

Karapetyan, Vahuni ^{[3
]}

Langer, Peter ^{[3
,4
]}

机构：

[1] Univ Urbino Carlo Bo, Ist Chim Organ, I-61029 Urbino, Italy

[2] Univ Siena, Ctr Interdipartimentale Anal & Determinaz Struttu, I-53100 Siena, Italy

[3] Univ Rostock, Inst Chem, D-18059 Rostock, Germany

[4] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany

来源：

TETRAHEDRON | 2009年 / 65卷 / 28期

关键词：

REVERSE-TRANSCRIPTASE INHIBITORS; HOMOLYTIC AROMATIC-SUBSTITUTION; 1,3-BIS(SILYL ENOL ETHERS); OMEGA-ALKYNYL ACETALS; ORGANIC-SYNTHESIS; BUILDING-BLOCKS; BIOLOGICAL EVALUATIONS; EFFICIENT SYNTHESIS; CONJUGATE ADDITION; GEMINAL ACYLATION;

D O I：

10.1016/j.tet.2009.04.018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unknown spiro-cyclopropanated 1-aminopyrrol-2-ones are regioselectively prepared in high yields by Bi(OTf)(3)-catalyzed one-pot 'Mukaiyama-Michael addition/cyclization/ring-contraction' reactions of 1,2-bis(trimethylsilyloxy)cyclobutene with 1,2-diaza-1,3-butadienes at room temperature. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：5456 / 5461

页数：6

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