Literature DB >> 18975905

Direct catalytic asymmetric synthesis of cyclic aminals from aldehydes.

Xu Cheng1, Sreekumar Vellalath, Richard Goddard, Benjamin List.   

Abstract

A highly enantioselective Brønsted acid catalyzed direct synthesis of cyclic aminals from aldehydes has been developed. The methodology has been applied to the first asymmetric synthesis of several antihypertensive aminal drugs including (R)-Thiabutazide.

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Year:  2008        PMID： 18975905     DOI： 10.1021/ja8071034

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


  20 in total

1.  Asymmetric cross-dehydrogenative coupling enabled by the design and application of chiral triazole-containing phosphoric acids.

Authors:  Andrew J Neel; Jörg P Hehn; Pascal F Tripet; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

2.  Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer-Type Transformation using Phase-Transfer Catalysis.

Authors:  Souvagya Biswas; Koji Kubota; Manuel Orlandi; Mathias Turberg; Dillon H Miles; Matthew S Sigman; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-12       Impact factor: 15.336

3.  One-pot, two-step cascade synthesis of quinazolinotriazolobenzodiazepines.

Authors:  Kathryn G Guggenheim; Hannah Toru; Mark J Kurth
Journal:  Org Lett       Date:  2012-06-29       Impact factor: 6.005

4.  Enantioselective Synthesis of Fluoro-Dihydroquinazolones and -Benzooxazinones by Fluorination-Initiated Asymmetric Cyclization Reactions.

Authors:  Kenichi Hiramatsu; Takashi Honjo; Vivek Rauniyar; F Dean Toste
Journal:  ACS Catal       Date:  2015-12-04       Impact factor: 13.084

5.  Efficient Cu(OTf)2-catalyzed synthesis of novel and diverse 2,3-dihydroquinazolin-4(1H)-ones.

Authors:  Xiaoyan Zhu; So Rang Kang; Likai Xia; Jihye Lee; Nagaraj Basavegowda; Yong Rok Lee
Journal:  Mol Divers       Date:  2014-11-18       Impact factor: 2.943

6.  Stereoselective Synthesis of Dioxolanes and Oxazolidines via a Desymmetrization Acetalization/Michael Cascade.

Authors:  David M Rubush; Tomislav Rovis
Journal:  Synlett       Date:  2014-03       Impact factor: 2.454

7.  Controlling Regioselectivity in the Enantioselective N-Alkylation of Indole Analogues Catalyzed by Dinuclear Zinc-ProPhenol.

Authors:  Barry M Trost; Elumalai Gnanamani; Chao-I Joey Hung
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-19       Impact factor: 15.336

8.  N-triflylthiophosphoramide catalyzed enantioselective Mukaiyama aldol reaction of aldehydes with silyl enol ethers of ketones.

Authors:  Cheol Hong Cheon; Hisashi Yamamoto
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

9.  A chiral N-phosphinyl phosphoramide: another offspring for the sage phosphoric acid progenitor.

Authors:  Jeffrey N Johnston
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-15       Impact factor: 15.336

10.  Highly enantioselective hydrogenation of enamides catalyzed by chiral phosphoric acids.

Authors:  Guilong Li; Jon C Antilla
Journal:  Org Lett       Date:  2009-03-05       Impact factor: 6.005
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