FACILE SYNTHESIS OF 4-ACETOXY-2-METHYL-2-BUTENAL, A VITAMIN-A PRECURSOR, FROM ISOPRENE CHLOROHYDRIN

被引：15

作者：

BABLER, JH

COGHLAN, MJ

FENG, M

FRIES, P

机构：

[1] Department of Chemistry, Loyola University of Chicago, Chicago

[2] Undergraduate research participants, Loyola University of Chicago, Chicago

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 10期

关键词：

D O I：

10.1021/jo01324a030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One of the commercial syntheses of vitamin A involves the preparation of 4-acetoxy-2-methyl-2-butenal (6) [also known as β-formylcrotyl acetate and γ-acetoxytiglicaldehyde] as a key intermediate.2 Recently, Wehrli and Schaer have reported3 an extremely simple route to this aldehyde (6) starting from isoprene (1). This present note discusses a similarly facile method that we have developed for converting isoprene to aldehyde 6 (Scheme I). © 1979, American Chemical Society. All rights reserved.

引用

页码：1716 / 1717

页数：2

共 16 条

[1]

BABLER JH, 1976, TETRAHEDRON LETT, P239

[2]

BABLER JH, 1974, TETRAHEDRON LETT, P351

[3]

CARDILLO G, 1976, TETRAHEDRON LETT, P3985

[4] 2-STEP SYNTHESIS OF "(E)-4-CHLORO-2-METHYLCROTONALDEHYDE FROM ISOPRENE - UNPRECEDENTED OXIDATIVE CHLORINATION OF A 1,3-DIENE MONO-EPOXIDE BY CUPRIC CHLORIDE [J].