Tetrahedron letters

The face selectivity directed by an allylic group of a diene in the diels-alder reaction is reversed from that of a dienophile

RW Franck, S Argade, CS Subramaniam, DM Frechet

Index: Franck, Richard W.; Argade, S.; Subramaniam, C. S.; Frechet, Denise M. Tetrahedron Letters, 1985 , vol. 26, # 27 p. 3187 - 3190

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Citation Number: 45

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... The Diels-Alder reaction of 2-alkoxy hepta-3,5-dienes with N-phenyl-maleimide gives good diastereofacelectivity; and a face selectivity rule is formulated. ... This paper rationalizes the face selection of dienophiles and dipolarophiles. It does not agree with the diene results.

~88%

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