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
收藏
页码：2171 / 2175
页数：5
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