Literature DB >> 20337442

Enantioselective nitroso aldol reaction catalyzed by QuinoxP*.silver(I) complex and tin methoxide.

Akira Yanagisawa1, Satoshi Takeshita, Youhei Izumi, Kazuhiro Yoshida.   

Abstract

A catalytic enantioselective O-nitroso aldol reaction of alkenyl trichloroacetates with nitrosoarenes was achieved using the (R,R)-t-Bu-QuinoxP*.AgOAc complex as the chiral catalyst and Bu(2)Sn(OMe)(2) as the achiral cocatalyst in the presence of methanol. Optically active alpha-aminooxy ketones with up to 99% ee were regioselectively obtained in high yields from various alkenyl trichloroacetates of cyclic ketones.

Entities:  

Year:  2010        PMID: 20337442     DOI: 10.1021/ja910588w

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


  3 in total

1.  Concerning selectivity in the oxidation of peptides by dioxiranes. Further insight into the effect of carbamate protecting groups.

Authors:  Cosimo Annese; Lucia D'Accolti; Marta De Zotti; Caterina Fusco; Claudio Toniolo; Paul G Williard; Ruggero Curci
Journal:  J Org Chem       Date:  2010-07-16       Impact factor: 4.354

2.  Organocatalytic asymmetric nitroso aldol reaction of α-substituted malonamates.

Authors:  Ekta Gupta; Narendra Kumar Vaishanv; Sandeep Kumar; Raja Krishnan Purshottam; Ruchir Kant; Kishor Mohanan
Journal:  Beilstein J Org Chem       Date:  2022-02-21       Impact factor: 2.883

3.  Asymmetric Synthesis of Tertiary α -Hydroxyketones by Enantioselective Decarboxylative Chlorination and Subsequent Nucleophilic Substitution.

Authors:  Mei Kee Kam; Akira Sugiyama; Ryouta Kawanishi; Kazutaka Shibatomi
Journal:  Molecules       Date:  2020-08-27       Impact factor: 4.411

  3 in total

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