Literature DB >> 23145998

Cinchona alkaloid amides/dialkylzinc catalyzed enantioselective desymmetrization of aziridines with phosphites.

Masashi Hayashi1, Noriyuki Shiomi, Yasuhiro Funahashi, Shuichi Nakamura.   

Abstract

The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantioselectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchona alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis.

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Year:  2012        PMID： 23145998     DOI： 10.1021/ja309963w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  4 in total

1.  Palladium-Catalyzed, Enantioselective Heine Reaction.

Authors:  Molly Punk; Charlotte Merkley; Katlyn Kennedy; Jeremy B Morgan
Journal:  ACS Catal       Date:  2016-06-15       Impact factor: 13.084

2.  Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B2pin2: Experimental and Computational Studies.

Authors:  Lucilla Favero; Andrea Menichetti; Cosimo Boldrini; Lucrezia Margherita Comparini; Valeria Di Bussolo; Sebastiano Di Pietro; Mauro Pineschi
Journal:  Molecules       Date:  2021-12-06       Impact factor: 4.411

Review 3.  Organocatalyzed enantioselective desymmetrization of aziridines and epoxides.

Authors:  Ping-An Wang
Journal:  Beilstein J Org Chem       Date:  2013-08-15       Impact factor: 2.883

4.  Copper-catalyzed enantioselective Sonogashira-type oxidative cross-coupling of unactivated C(sp3)-H bonds with alkynes.

Authors:  Zhen-Hua Zhang; Xiao-Yang Dong; Xuan-Yi Du; Qiang-Shuai Gu; Zhong-Liang Li; Xin-Yuan Liu
Journal:  Nat Commun       Date:  2019-12-12       Impact factor: 14.919
  4 in total

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