DIELS-ALDER ADDUCTS OF 1,3-DIMETHYL-1,3-CYCLOHEXADIENE

被引:28
作者
MIRRINGTON, RN
SCHMALZL, KJ
机构
[1] Department of Organic Chemistry, University of Western Australia, Nedlands
关键词
D O I
10.1021/jo01260a023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structures and stereochemistry of the major Diels-Alder adducts of 1,3-dimethyl-1,3-cyclohexadiene (2) with methyl vinyl ketone, methyl acrylate, and ethyl propiolate have been established as 4a, 4b, and 6d, respectively. Lactonization of acid 4c afforded either novel δ-lactone 7 or γ-lactone 8 as the major product depending on the conditions used. Lactone 7, the kinetically stable product, represents the first of such δ-lac-tones to be isolated in the bicyclo[2.2.2]octane series. © 1969, American Chemical Society. All rights reserved.
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页码:2358 / +
页数:1
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