Chiral Bicyclic Guanidine-Catalyzed Enantioselective Reactions of Anthrones

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• 作者：Juan Shen ; Thanh Truc Nguyen ; Yong-Peng Goh ; Weiping Ye ; Xiao Fu ; Junye Xu ; Choon-Hong Tan
• 刊名：Journal of the American Chemical Society
• 出版年：2006
• 出版时间：October 25, 2006
• 年：2006
• 卷：128
• 期：42
• 页码：13692 - 13693
• 全文大小：49K
• 年卷期：v.128,no.42(October 25, 2006)
• ISSN：1520-5126

文摘

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.