SYNTHETIC APPLICATION OF THE ALDER-BONG REACTION - STEREOSELECTIVE CONSTRUCTION OF THE METHANOHYDROAZULENE FRAMEWORK

被引：6

作者：

GIGUERE, RJ

HARRAN, PG

LOPEZ, BO

机构：

[1] Department of Chemistry and Physics, Skidmore College, Saratoga Springs

来源：

SYNTHETIC COMMUNICATIONS | 1990年 / 20卷 / 10期

关键词：

D O I：

10.1080/00397919008052861

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tandem ene / intramolecular Diels-Alder reaction of ketal 1 and DMAD permits direct entry to strained pentacyclic adducts 2a,b in high yield. Acid-catalysed deprotection and subsequent fragmentation of adduct 2a with BF3-Et2O in dichloromethane stereoselectively affords methanohydroazulene 3. © 1990, Taylor & Francis Group, LLC. All rights reserved.

引用

页码：1453 / 1462

页数：10

共 20 条

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