Synthesis of (+)-epiepoformin using the base-catalyzed Diels-Alder reaction of 3-hydroxy-2-pyrone

被引：23

作者：

Shimizu, H

Okamura, H

Yamashita, N

Iwagawa, T

Nakatani, M

机构：

[1] Kagoshima Univ, Fac Sci, Dept Chem & Biosci, Kagoshima 8900065, Japan

[2] Kyushu Univ 33, Grad Sch, Fac Sci, Dept Chem,Higashi Ku, Fukuoka 8128581, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 49期

关键词：

cyclohexene oxides; asymmetric synthesis; Diels-Alder reaction; base-catalyst;

D O I：

10.1016/S0040-4039(01)01871-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric total synthesis of (+)-epiepoformin was achieved in short steps using the base-catalyzed asymmetric Diels-Alder (DA) reaction of 3-hydroxy-2-pyrone with chiral acrylate. Since the synthesis produced Ogasawara's intermediate, it is also presented as a formal synthesis of (-)-theobroxide. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8649 / 8651

页数：3

共 21 条

[1] RHODIUM-CATALYZED ISOMERIZATION OF SOME UNSATURATED ORGANIC SUBSTRATES [J].