Literature DB >> 23650985

Kinetic resolution of β-substituted olefinic carboxylic acids by asymmetric bromolactonization.

Kenichi Murai1, Tomoyo Matsushita, Akira Nakamura, Norimichi Hyogo, Junki Nakajima, Hiromichi Fujioka.   

Abstract

A strategically novel kinetic resolution of β-substituted olefinic carboxylic acids is developed by asymmetric bromolactonization using an organocatalyst, 4-tBuPh-tris 1b. The cyclization stage, which provides δ-lactone, is proposed to be operative for discrimination of each enantiomer of carboxylic acids.

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Year:  2013        PMID： 23650985     DOI： 10.1021/ol401007u

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


  4 in total

1.  Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Authors:  Daniel W Klosowski; J Caleb Hethcox; Daniel H Paull; Chao Fang; James R Donald; Christopher R Shugrue; Andrew D Pansick; Stephen F Martin
Journal:  J Org Chem       Date:  2018-05-22       Impact factor: 4.354

2.  Photoassisted diversity-oriented synthesis: accessing 2,6-epoxyazocane (oxamorphan) cores.

Authors:  Olga A Mukhina; N N Bhuvan Kumar; Teresa M Cowger; Andrei G Kutateladze
Journal:  J Org Chem       Date:  2014-11-05       Impact factor: 4.354

3.  Catalytic enantioselective addition of organometallics to unprotected carboxylic acids.

Authors:  Xingchen Yan; Syuzanna R Harutyunyan
Journal:  Nat Commun       Date:  2019-07-30       Impact factor: 14.919

4.  Absolute and relative facial selectivities in organocatalytic asymmetric chlorocyclization reactions.

Authors:  Nastaran Salehi Marzijarani; Roozbeh Yousefi; Arvind Jaganathan; Kumar Dilip Ashtekar; James E Jackson; Babak Borhan
Journal:  Chem Sci       Date:  2018-01-02       Impact factor: 9.825
  4 in total

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