Literature DB >> 16468831

Effective asymmetric epoxidation of styrenes by chiral dioxirane.

David Goeddel1, Lianhe Shu, Yi Yuan, O Andrea Wong, Bin Wang, Yian Shi.   

Abstract

High enantioselectivity (80-92% enantiomeric excess (ee)) has been obtained for the epoxidation of various styrenes using an easily prepared ketone (4) catalyst.

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Year:  2006        PMID: 16468831     DOI: 10.1021/jo0520285

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


  6 in total

Review 1.  Synthesis and Applications of Carbohydrate-Based Organocatalysts.

Authors:  Elżbieta Wojaczyńska; Franz Steppeler; Dominika Iwan; Marie-Christine Scherrmann; Alberto Marra
Journal:  Molecules       Date:  2021-11-30       Impact factor: 4.411

2.  Asymmetric epoxidation of 1,1-disubstituted terminal olefins by chiral dioxirane via a planar-like transition state.

Authors:  Bin Wang; O Andrea Wong; Mei-Xin Zhao; Yian Shi
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

3.  A diacetate ketone-catalyzed asymmetric epoxidation of olefins.

Authors:  Bin Wang; Xin-Yan Wu; O Andrea Wong; Brian Nettles; Mei-Xin Zhao; Dajun Chen; Yian Shi
Journal:  J Org Chem       Date:  2009-05-15       Impact factor: 4.354

4.  Enantioselective epoxidation of nonconjugated cis-olefins by chiral dioxirane.

Authors:  Christopher P Burke; Yian Shi
Journal:  Org Lett       Date:  2009-11-19       Impact factor: 6.005

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

Authors:  O Andrea Wong; Yian Shi
Journal:  J Org Chem       Date:  2009-11-06       Impact factor: 4.354

6.  Chirality recognition of winding vine-shaped heterobiaryls with molecular asymmetry. Kinetic and dynamic kinetic resolution by Shi's asymmetric epoxidation.

Authors:  Kazuki Maruhashi; Yoichi Okayama; Ryo Inoue; Shiomi Ashida; Yuka Toyomori; Kentaro Okano; Atsunori Mori
Journal:  Sci Rep       Date:  2018-01-26       Impact factor: 4.379

  6 in total

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