Asymmetric cyanohydrin synthesis catalyzed by synthetic dipeptides, 2
作者:
Jun‐ichi Oku,
Naofumi Ito,
Shohei Inoue,
期刊:
Die Makromolekulare Chemie
(WILEY Available online 1982)
卷期:
Volume 183,
issue 3
页码: 579-586
ISSN:0025-116X
年代: 1982
DOI:10.1002/macp.1982.021830307
出版商: Hüthig&Wepf Verlag
数据来源: WILEY
摘要:
AbstractIn the asymmetric addition of hydrogen cyanide to benzaldehyde to give mandelonitrile, a cyanohydrin, the highest enantiomeric excess (e.e.) ever reported (90%) was obtained with (2d) whereas the corresponding linear dipeptide gave a very low e. e. This high e. e. decreased with the reaction time, because of the racemization of the product. All cyclic dipeptides used containing an (S)‐histidine residue preferred the (R)‐product. A scheme for the interaction between the catalyst and the reactants to give the (R)‐product is pro
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