Literature DB >> 16209481

A convenient procedure for the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides and alkenes.

Carlos Alemparte1, Gonzalo Blay, Karl Anker Jørgensen.   

Abstract

[reaction: see text] Silver fluoride and cinchona alkaloids catalyze the diastereo- and enantioselective 1,3-dipolar cycloaddition between azomethine ylides, generated from N-alkylideneglycine esters, and acrylates to give the corresponding endo-adducts. Azomethine ylides derived from aromatic and aliphatic aldehydes react in a highly diastereoselective reaction with good yields and enantioselectivities of the substituted pyrrolidines.

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Year:  2005        PMID: 16209481     DOI: 10.1021/ol0514653

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Development of chiral metal amides as highly reactive catalysts for asymmetric [3 + 2] cycloadditions.

Authors:  Yasuhiro Yamashita; Susumu Yoshimoto; Mark J Dutton; Shū Kobayashi
Journal:  Beilstein J Org Chem       Date:  2016-07-13       Impact factor: 2.883

2.  Coordinative Alignment of Chiral Molecules to Control over the Chirality Transfer in Spontaneous Resolution and Asymmetric Catalysis.

Authors:  Zhengqiang Xia; Xu Jing; Cheng He; Xiaoge Wang; Chunying Duan
Journal:  Sci Rep       Date:  2017-11-13       Impact factor: 4.379

  2 in total

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