Axially Chiral Biaryl Diols Catalyze Highly Enantioselective Hetero-Diels-Alder Reactions through Hydrogen Bonding
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- 作者：Aditya K. Unni ; Norito Takenaka ; Hisashi Yamamoto ; and Viresh H. Rawal
- 刊名：Journal of the American Chemical Society
- 出版年：2005
- 出版时间：February 9, 2005
- 年：2005
- 卷：127
- 期：5
- 页码：1336 - 1337
- 全文大小：44K
- 年卷期：v.127,no.5(February 9, 2005)
- ISSN：1520-5126
文摘
Axially chiral 1,1'-biaryl-2,2'-dimethanol (3, BAMOL) family of diols are highly effective catalysts for enantioselective hetero-Diels-Alder reactions between aminosiloxydiene 1 and a wide variety of unactivated aldehydes. The reactions proceed in useful yields and excellent enantioselectivities. The diols function in the same capacity as Lewis acids, by activating the aldehyde carbonyl group through hydrogen bonding.