The stereochemistry of the adducts derived from the Diels-Alder addition of cyclobutenes and cyclopentadienones: a caveat on some existing PMR methods for the assignment of stereochemistry
Date
1979
Authors
Warrener, R.N.
Tan, R.Y.S.
Russell, R.A.
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Journal article
Citation
Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry, 1979; 20(31):2943-2946
Statement of Responsibility
Ronald N. Warrener, Richard Y.S. Tan, Richard A. Russell
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Abstract
The stereochemistry of the adducts formed from the cycloaddition of tetracyclone, phencyclone and 2-methyl-3,4,5-triphenylcyclopenta-2,4-dienone with cis-3,4-dichlorocyclobutene (in one case with 3-chloro-4-methoxycyclobutene) has been evaluated in a rigorous fashion. This allows a firmly-based caveat to be issued regarding the p.m.r. probe for stereochemical evaluation of tetracyclone adducts recently proposed by Coxon and Battiste.
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© Pergamon Press Ltd. 1979.