Literature DB >> 17348668

Regiospecific organocatalytic asymmetric aldol reaction of methyl ketones and alpha,beta-unsaturated trifluoromethyl ketones.

Xiao-Jin Wang1, Yan Zhao, Jin-Tao Liu.   

Abstract

[structure: see text]. The aldol reaction of methyl ketones and alpha,beta-unsaturated trifluoromethyl ketones occurred under mild conditions with the combination of proline-derived N-sulfonylamide and trifluoroacetic acid as the catalyst to give the corresponding unsaturated alpha-trifluoromethyl tertiary alcohols in high yields with good enatioselectivities.

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Year:  2007        PMID: 17348668     DOI: 10.1021/ol070217z

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


  6 in total

1.  N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: a practical proline mimetic for facilitating enantioselective aldol reactions.

Authors:  Hua Yang; Rich G Carter
Journal:  Org Lett       Date:  2008-09-23       Impact factor: 6.005

2.  Development of an enantioselective route toward the Lycopodium alkaloids: total synthesis of lycopodine.

Authors:  Hua Yang; Rich G Carter
Journal:  J Org Chem       Date:  2010-08-06       Impact factor: 4.354

3.  Proline Sulfonamide-Based Organocatalysis: Better Late than Never.

Authors:  Hua Yang; Rich G Carter
Journal:  Synlett       Date:  2010-09-01       Impact factor: 2.454

4.  Highly stereoselective and scalable anti-aldol reactions using N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: scope and origins of stereoselectivities.

Authors:  Hua Yang; Subham Mahapatra; Paul Ha-Yeon Cheong; Rich G Carter
Journal:  J Org Chem       Date:  2010-11-05       Impact factor: 4.354

5.  Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones.

Authors:  Simone Crotti; Giada Belletti; Nicola Di Iorio; Emanuela Marotta; Andrea Mazzanti; Paolo Righi; Giorgio Bencivenni
Journal:  RSC Adv       Date:  2018-09-28       Impact factor: 4.036

6.  Synthesis of 1-(β-coumarinyl)-1-(β-indolyl)trifluoroethanols through regioselective Friedel-Crafts alkylation of indoles with β-(trifluoroacetyl)coumarins catalyzed by Sc(OTf)3.

Authors:  Lijun Shi; Ying Liu; Caixia Wang; Xinxin Yuan; Xiaobiao Liu; Lulu Wu; Zhenliang Pan; Qicheng Yu; Cuilian Xu; Guoyu Yang
Journal:  RSC Adv       Date:  2020-04-15       Impact factor: 4.036

  6 in total

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