Literature DB >> 17727295

Chiral bisformamides as effective organocatalysts for the asymmetric one-pot, three-component strecker reaction.

Yuehong Wen1, Yan Xiong, Lu Chang, Jinglun Huang, Xiaohua Liu, Xiaoming Feng.   

Abstract

C2-symmetric chiral bisformamides have been shown to catalyze the asymmetric one-pot, three-component Strecker reaction, which produced the alpha-amino nitriles in excellent yields (up to 99%) with good enantioselectivities (up to 86% ee). Optically pure products could be obtained after a single recrystallization. A possible transition state (TS 1) has been proposed to explain the origin of asymmetric inductivity and reactivity according to the geometry of catalyst 2a optimized at the B3LYP/6-31G(d) level and the absolute configuration of product 4a.

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Year:  2007        PMID: 17727295     DOI: 10.1021/jo701307f

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  A truly green synthesis of α-aminonitriles via Strecker reaction.

Authors:  Debasish Bandyopadhyay; Juliana M Velazquez; Bimal K Banik
Journal:  Org Med Chem Lett       Date:  2011-10-04

2.  Catalyst free N-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2 using NaBH4.

Authors:  Arun Kumar; Pankaj Sharma; Nidhi Sharma; Yashwant Kumar; Dinesh Mahajan
Journal:  RSC Adv       Date:  2021-07-27       Impact factor: 4.036

  2 in total

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