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
收藏
页码：8649 / 8651
页数：3
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