Literature DB >> 26558744

Diastereoselective Synthesis of Protected 1,3-Diols by Catalytic Diol Relocation.

Justin A Goodwin1, Carl F Ballesteros1, Aaron Aponick1.   

Abstract

A complementary diastereoselective gold(I) or bismuth(III) catalyzed tandem hemiacetalization/dehydrative cyclization of 1,5-monoallylic diols was developed to access 1,3-dioxolanes and dioxanes. This methodology provides rapid access to protected 1,3-diols under mild conditions with high levels of diastereoselectivity.

Entities:  

Year:  2015        PMID: 26558744     DOI: 10.1021/acs.orglett.5b02725

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


  2 in total

1.  Dynamic kinetic resolution of transient hemiketals: a strategy for the desymmetrisation of prochiral oxetanols.

Authors:  Alexander Sandvoß; Henning Maag; Constantin G Daniliuc; Dieter Schollmeyer; Johannes M Wahl
Journal:  Chem Sci       Date:  2022-05-04       Impact factor: 9.969

Review 2.  In situ tether formation from amines and alcohols enabling highly selective Tsuji-Trost allylation and olefin functionalization.

Authors:  Ugo Orcel; Jérôme Waser
Journal:  Chem Sci       Date:  2016-11-10       Impact factor: 9.825

  2 in total

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