Regio??and Stereochemical Studies on the Nitroso??Diels–Alder Reaction with 1, 2??Disubstituted Dienes

G Galvani, R Lett, C Kouklovsky

Index: Galvani, Gilles; Lett, Robert; Kouklovsky, Cyrille Chemistry - A European Journal, 2013 , vol. 19, # 46 p. 15604 - 15614

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Citation Number: 10

Abstract

Abstract The regioselectivity of the nitroso-Diels–Alder reaction between unsymmetrical acyclic dienes and Boc-nitroso (Boc= tert-butoxycarbonyl) reagent or the Wightman chiral chloronitroso reagents has been studied. With the Boc-nitroso reagent, the selectivity is a consequence of steric effects at the C1-position in the diene and electronic effects at the C2- position in the diene. The combination of an unprotected hydroxyethyl side chain at C1 ...