Pronounced steric effects of substituents in the nazarov cyclization of aryl dienyl ketones

…, RL Davis, DJ Tantillo, R Sarpong

Index: Marcus, Andrew P.; Lee, Amy S.; Davis, Rebecca L.; Tantillo, Dean J.; Sarpong, Richmond Angewandte Chemie - International Edition, 2008 , vol. 47, # 34 p. 6379 - 6383

Full Text: HTML

Citation Number: 52

Abstract

The acid-catalyzed 4 p-electrocyclic ring closure of a divinyl carbonyl substrate (ie, the Nazarov cyclization) is a reaction of substantial synthetic utility for pentannulation.[1] Because of its growing popularity in the arena of complex molecule synthesis, the reaction has evolved to include several variants.[2, 3] We became interested in the Nazarov reaction as a means to access the A and B rings of the natural product tetrapetalone A (1, Scheme ...