Literature DB >> 26608546

Double Asymmetric Induction During the Addition of (RP)-Menthyl Phenyl Phosphine Oxide to Chiral Aldimines.

Zhong-Yang Zhou1, He Zhang1, Lan Yao1, Jing-Hong Wen1, Shao-Zhen Nie1, Chang-Qiu Zhao1.   

Abstract

P,C-Stereogenic α-amino phosphine oxides were prepared from the addition of (RP )-menthyl phenyl phosphine oxide to chiral aldimines under neat condition at 80 °C in up to 91:9 drC and 99% yields. The diastereoselectivity was mainly induced by chiral phosphorus that showed matched or mismatched induction with (S)- or (R)-aldimines, respectively.
© 2015 Wiley Periodicals, Inc.

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Keywords:  (RP)-menthyl phenyl phosphine oxide; P,C-stereogenic; addition; double asymmetric induction; α-amino tertiary phosphines oxide

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Year:  2015        PMID: 26608546     DOI: 10.1002/chir.22549

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  1 in total

1.  The synthesis of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides by the microwave-assisted Pudovik reaction.

Authors:  Erika Bálint; Ádám Tajti; Anna Ádám; István Csontos; Konstantin Karaghiosoff; Mátyás Czugler; Péter Ábrányi-Balogh; György Keglevich
Journal:  Beilstein J Org Chem       Date:  2017-01-12       Impact factor: 2.883

  1 in total

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