Vicinal amino alcohols as organocatalysts in asymmetric cross-aldol reaction of ketones:: Application in the synthesis of convolutamydine a

被引:167
作者
Malkov, Andrei V. [1 ]
Kabeshov, Mikhail A. [1 ]
Bella, Marco [1 ]
Kysilka, Ondrej [1 ]
Malyshev, Denis A. [1 ]
Pluhackova, Kristyna [1 ]
Kocovsky, Pavel [1 ]
机构
[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
关键词
D O I
10.1021/ol7023983
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Leucinol and valinol have been identified as efficient organocatalysts for the aldol reaction of isatin and its derivatives (as examples of activated, non-enolizable ketones) with acetone. Uncommon mechanistic features were observed and used in the formulation of the transition state of the reaction.
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页码:5473 / 5476
页数:4
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