One-Pot Synthesis of 3,4-Disubstituted 2-Methylcyclopent-2-enols as Useful Building Blocks

被引：5

作者：

Jouanneau, Morgan ^{[1
]}

Tap, Aurelien ^{[2
]}

Ardisson, Janick ^{[2
]}

Ferezou, Jean-Pierre ^{[1
]}

机构：

[1] Univ Paris 11, CNRS, ICMMO, Lab Chim Procedes & Subst Nat,UMR 8182, F-91405 Orsay, France

[2] Univ Paris 05, Fac Pharm, CNRS, UMR 8638, F-75270 Paris 06, France

来源：

SYNLETT | 2014年 / 25卷 / 15期

关键词：

tandem reaction; Michael addition; intramolecular Wittig reaction; cyclization; regioselectivity; diastereoselectivity; NATURAL-PRODUCTS; CYCLOPENTENONES; THAPSIGARGINS; INHIBITORS; ALDEHYDES; ANALOGS; KETONES;

D O I：

10.1055/s-0034-1378527

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The present study refers to the synthesis of cyclopentene subunits possessing three differentiable functional groups. A triphenylphosphine triggered one-pot Michael-intramolecular Wittig reaction between di-tert-butyl acetylenedicarboxylate and butanedione was made reproducible and scalable, delivering in good yield the desired tricarbonylated building block. Simple and selective transformations of this functionalized cyclopentene were performed.

引用

页码：2171 / 2175

页数：5

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