A facile synthesis of fused spiroketal skeleton:: 2,2′-spirobi(4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydrochroman)

被引：11

作者：

Ahmed, MG ^{[1
]}

Ahmed, SA

Uddin, K

Rahman, T

Romman, UKR

Fujio, M

Tsuda, Y

机构：

[1] Univ Dhaka, Dept Chem, Dhaka 1000, Bangladesh

[2] Kyushu Univ, Inst Mat Chem & Engn, Higashi Ku, Fukuoka 8128581, Japan

[3] Univ Karachi, HEJ Res Inst Chem, Karachi 32, Pakistan

[4] Kanazawa Univ, Fac Pharmaceut Sci, Kadoma, Kanazawa 9201192, Japan

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 47期

关键词：

fused spiroketals; acid catalyzed; Michael addition;

D O I：

10.1016/j.tetlet.2005.09.103

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot synthesis of fused spiroketal skeleton, 2,2'-spirobi(4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydrochroman) 4a-c, has been achieved for the first time by an application of Michael reaction between dimedone (5,5-dimethyleyclohexan-1,3-dione) 1 and trans, trans-diarylideneacetone (1,5-diaryl-1,4-pentadien-3-one) 2 using anhydrous ZnCl2 as catalyst. The spiroketalization was achieved efficiently via intramolecular cyclization of the Michael 1:2 adduct. (c) 2005 Published by Elsevier Ltd.

引用

页码：8217 / 8220

页数：4

共 14 条

[1]

Ahmed MG, 2005, INDIAN J CHEM B, V44, P622

[2] Sharpless asymmetric dihydroxylation of 5-aryl-2-vinylfurans: Application to the synthesis of the spiroketal moiety of papulacandin D [J].