Efficient Horner-Wadsworth-Emmons intramolecular cyclisation of a N-substituted phthalimide promoted by KF-Alumina: a general tool for the synthesis of functionalised isoindolinones

被引：34

作者：

Pace, Vittorio ^{[1
]}

Martinez, Fernando ^{[1
]}

Nova, Clara I. ^{[2
]}

Fernandez, Maria ^{[1
]}

Vicente Sinisterra, Jose ^{[1
,2
]}

Alcantara, Andres R. ^{[1
,2
]}

机构：

[1] Univ Complutense, Dept Organ & Pharmaceut Chem, Fac Pharm, E-28040 Madrid, Spain

[2] SBI, Madrid, Spain

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 25期

关键词：

Horner-Wadsworth-Emmons reaction; Isoindolinones; Cyclisation; Heterogeneous catalysis; Enones; ORGANIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; DIASTEREOSELECTIVE ROUTE; SUPPORTED REAGENTS; DERIVATIVES; ISOINDOLIN-1-ONES; CONDENSATION; WITTIG; PHTHALALDEHYDE; REARRANGEMENT;

D O I：

10.1016/j.tetlet.2009.04.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An intramolecular Horner-Wadsworth-Emmons reaction promoted by KF-Alumina involving a N-substituted phthalimide, cleanly and efficiently furnishes an interesting alpha,beta-unsaturated tricyclic enone which may undergo selective alkylations at the alpha'-position. (C) 2009 Elsevier Ltd. All rights reserved.

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页码：3050 / 3053

页数：4