Literature DB >> 16048310

Highly enantioselective synthesis of fluorinated gamma-amino alcohols through proline-catalyzed cross-Mannich reaction.

Santos Fustero1, Diego Jiménez, Juan F Sanz-Cervera, María Sánchez-Roselló, Elisabet Esteban, Antonio Simón-Fuentes.   

Abstract

A new, simple route for the synthesis of fluorinated beta-alkyl gamma-amino alcohols in optically pure form in only two steps and featuring proline catalysis from inexpensive and readily available starting materials is described. The applied strategy allows for the introduction of diversity into both the beta-fluoroalkyl and alpha-alkyl groups of these compounds. [reaction: see text]

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Year:  2005        PMID: 16048310     DOI: 10.1021/ol050791f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Strategies for the Catalytic Enantioselective Synthesis of α-Trifluoromethyl Amines.

Authors:  Chibueze I Onyeagusi; Steven J Malcolmson
Journal:  ACS Catal       Date:  2020-10-12       Impact factor: 13.084

2.  Asymmetric Synthesis of γ-Amino Alcohols by Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Stephen L Buchwald
Journal:  Org Lett       Date:  2019-10-18       Impact factor: 6.005

Review 3.  Catalytic stereoselective Mannich-type reactions for construction of fluorinated compounds.

Authors:  Minoo Dabiri; Noushin Farajinia Lehi; Reza Mohammadian
Journal:  Mol Divers       Date:  2021-07-06       Impact factor: 2.943

4.  Diastereoselectivity in the Staudinger reaction of pentafluorosulfanylaldimines and ketimines.

Authors:  Alexander Penger; Cortney N von Hahmann; Alexander S Filatov; John T Welch
Journal:  Beilstein J Org Chem       Date:  2013-11-27       Impact factor: 2.883

  4 in total

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