Literature DB >> 19795858

Asymmetric epoxidation of fluoroolefins by chiral dioxirane. Fluorine effect on enantioselectivity.

O Andrea Wong1, Yian Shi.   

Abstract

The asymmetric epoxidation of various fluoroolefins has been studied using chiral ketone catalyst, and up to 93% ee was achieved with fructose-derived ketone 1.

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Year:  2009        PMID： 19795858      PMCID： PMC2784290          DOI： 10.1021/jo901553t

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


  18 in total

1.  Enantioselective epoxidation of terminal olefins by chiral dioxirane.

Authors:  H Tian; X She; J Xu; Y Shi
Journal:  Org Lett       Date:  2001-06-14       Impact factor: 6.005

2.  Studies of substituent effect on asymmetric epoxidation of chromenes by chiral dioxirane.

Authors:  O Andrea Wong; Yian Shi
Journal:  J Org Chem       Date:  2006-05-12       Impact factor: 4.354

3.  Effective asymmetric epoxidation of styrenes by chiral dioxirane.

Authors:  David Goeddel; Lianhe Shu; Yi Yuan; O Andrea Wong; Bin Wang; Yian Shi
Journal:  J Org Chem       Date:  2006-02-17       Impact factor: 4.354

Review 4.  Organocatalytic oxidation. Asymmetric epoxidation of olefins catalyzed by chiral ketones and iminium salts.

Authors:  O Andrea Wong; Yian Shi
Journal:  Chem Rev       Date:  2008-07-01       Impact factor: 60.622

5.  Regio- and enantioselective epoxidation of dienes by a chiral dioxirane: synthesis of optically active vinyl cis-epoxides.

Authors:  Christopher P Burke; Yian Shi
Journal:  Angew Chem Int Ed Engl       Date:  2006-07-03       Impact factor: 15.336

6.  Designing new chiral ketone catalysts. Asymmetric epoxidation of cis-olefins and terminal olefins.

Authors:  Hongqi Tian; Xuegong She; Hongwu Yu; Lianhe Shu; Yian Shi
Journal:  J Org Chem       Date:  2002-04-19       Impact factor: 4.354

7.  Organocatalytic asymmetric epoxidation of olefins by chiral ketones.

Authors:  Yian Shi
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

8.  Ketone-catalyzed asymmetric epoxidation reactions.

Authors:  Dan Yang
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

9.  Enantioselective epoxidation of conjugated cis-enynes by chiral dioxirane.

Authors:  Christopher P Burke; Yian Shi
Journal:  J Org Chem       Date:  2007-04-26       Impact factor: 4.354

10.  Asymmetric epoxidation catalyzed by N-aryl-substituted oxazolidinone-containing ketones: further evidence for electronic effects.

Authors:  Lianhe Shu; Pingzhen Wang; Yonghong Gan; Yian Shi
Journal:  Org Lett       Date:  2003-02-06       Impact factor: 6.005
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  5 in total

1.  Expedient synthesis of α-substituted fluoroethenes.

Authors:  Samir K Mandal; Arun K Ghosh; Rakesh Kumar; Barbara Zajc
Journal:  Org Biomol Chem       Date:  2012-02-20       Impact factor: 3.876

2.  Palladium-Catalyzed Fluorination of Cyclic Vinyl Triflates: Effect of TESCF3 as an Additive.

Authors:  Yuxuan Ye; Takashi Takada; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-15       Impact factor: 15.336

3.  Synthesis and biological evaluation of selective phosphonate-bearing 1,2,3-triazole-linked sialyltransferase inhibitors.

Authors:  Christopher Dobie; Andrew P Montgomery; Rémi Szabo; Haibo Yu; Danielle Skropeta
Journal:  RSC Med Chem       Date:  2021-06-29

4.  Alternative synthesis of the Colorado potato beetle pheromone.

Authors:  Juan A Faraldos; Robert M Coates; José-Luis Giner
Journal:  J Org Chem       Date:  2013-10-02       Impact factor: 4.354

5.  Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon-carbon bond cleavage.

Authors:  Tang-Lin Liu; Ji'En Wu; Yu Zhao
Journal:  Chem Sci       Date:  2017-03-20       Impact factor: 9.825
  5 in total

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