Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505 (Japan).
Angew Chem Int Ed Engl. 2013 Oct 25;52(44):11585-8. doi: 10.1002/anie.201305004. Epub 2013 Sep 5.
A resin-supported peptide catalyst (see box in the scheme) was used in the title reaction. The inherent regioselectivity was overcome by the peptide catalyst to promote the 1,6-selective reaction prior to 1,4-reduction. High stereoconvergence was also achieved when using a mixture of geometric isomers of the starting aldehydes. Ach=1-amino-1-cyclohexanecarboxylic acid.
标题反应中使用了树脂负载的肽催化剂(见方案中的方框)。通过肽催化剂克服了固有区域选择性,从而促进了 1,6-选择性反应,然后进行 1,4-还原。当使用起始醛的几何异构体混合物时,也实现了高立体汇聚。Ach=1-氨基-1-环己烷羧酸。