1.
Org Lett
; 2(21): 3313-6, 2000 Oct 19.
Artigo
em Inglês
| MEDLINE
| ID: mdl-11029198
RESUMO
Acrylate 4, prepared from diacetylrhamnal, underwent intramolecular Diels-Alder cycloaddition to give the thermodynamically disfavored trans-fused gamma-lactone 15 as the major product, along with two stereoisomeric cycloadducts. A computational analysis of each of the four transition states arising from 4 and the corresponding cycloadducts permits an understanding of the contrasting requirements for kinetic versus thermodynamic control of the reaction.