Juan Shen, Thanh Truc Nguyen, Yong-Peng Goh, Weiping Ye, Xiao Fu, Junye Xu, Choon-Hong Tan
J. Am. Chem. Soc. 2006 128, 13692-13693
Abstract: Chiral bicyclic guanidine 1 was found to be an excellent catalyst for reactions between anthrones and various dienophiles. The catalyst can tolerate a range of substituents and substitution patterns, making several anthrone derivatives suitable for this reaction. Both Diels−Alder and Michael adducts were obtained in excellent yields, high regioselectivities, and high enantioselectivities. This is the first case of a highly enantioselective base-catalyzed anthrone Diels−Alder reaction.
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