TRICYCLIC DIMERS OF PROPENYLPHENYL ETHERS .I. NMR AND STEREOCHEMISTRY

被引:50
作者
MACMILLAN, J
MARTIN, IL
MORRIS, DJ
机构
[1] Department of Organic Chemistry, The University, Bristol
[2] Beecham Research Laboratories, Betchworth, Surrey, Brockham Park
关键词
D O I
10.1016/0040-4020(69)85024-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
From their NMR spectra, the α- and γ-racemates of the phenylindanes, obtained by acid-induced dimerization of isohomogenol and isosafrole, are shown to possess the 1,2-cis-2,3-trans-and 1,2-trans-2,3-trans-configurations respectively. This conclusion contradicts the configurations previously assigned to these racemates. Metanethole the dimer of anethole is shown to be the γ-racemate, that is, the 1,2-trans-2,3-trans-racemate. The 1,2-cis-2,3-cis-configuration of the synthetic β-racemates of metanethole and diisohomogenol is confirmed. © 1969.
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页码:905 / +
页数:1
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