Literature DB >> 12509897

Catalytic enantioselective epoxidation of homoallylic alcohols by chiral zirconium complexes.

Takahiro Okachi1, Norio Murai, Makoto Onaka.   

Abstract

Catalytic enantioselective epoxidation of homoallylic alcohols using Zr(Ot-Bu)(4) and tartrate ester (or tartramide) has been developed. In the Zr(Ot-Bu)(4)/diisopropyl tartrate-catalyzed epoxidation, the reverse of the enantiofacial preference was observed, depending on the Zr/ligand ratios of 1:1 or 1:2. [reaction--see text]

Entities:  

Year:  2003        PMID： 12509897     DOI： 10.1021/ol027261t

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


  9 in total

1.  Vanadium-catalyzed asymmetric epoxidation of homoallylic alcohols.

Authors:  Wei Zhang; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2007-01-17       Impact factor: 15.419

2.  Zirconium(IV)- and hafnium(IV)-catalyzed highly enantioselective epoxidation of homoallylic and bishomoallylic alcohols.

Authors:  Zhi Li; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2010-06-16       Impact factor: 15.419

3.  Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes.

Authors:  Chong Han; Jonathan P Lee; Emil Lobkovsky; John A Porco
Journal:  J Am Chem Soc       Date:  2005-07-20       Impact factor: 15.419

4.  Novel approach to multifunctionalized homoallylic alcohols via regioselective ring opening of aryl oxiranes with 3-iodo allenoates.

Authors:  Adiseshu Kattuboina; Parminder Kaur; Cody Timmons; Guigen Li
Journal:  Org Lett       Date:  2006-06-22       Impact factor: 6.005

5.  Stereoselective VO(acac)(2) Catalyzed Epoxidation of Acyclic Homoallylic Diols. Complementary Preparation of C2-syn-3,4-Epoxy Alcohols.

Authors:  Raúl R Rodríguez-Berríos; Gerardo Torres; José A Prieto
Journal:  Tetrahedron       Date:  2011-02-04       Impact factor: 2.457

6.  Development and application of versatile bis-hydroxamic acids for catalytic asymmetric oxidation.

Authors:  Allan U Barlan; Wei Zhang; Hisashi Yamamoto
Journal:  Tetrahedron       Date:  2007-07-02       Impact factor: 2.457

7.  Hydroxamic acids in asymmetric synthesis.

Authors:  Zhi Li; Hisashi Yamamoto
Journal:  Acc Chem Res       Date:  2012-11-16       Impact factor: 22.384

8.  Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols.

Authors:  José Luis Olivares-Romero; Zhi Li; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2013-02-19       Impact factor: 15.419

9.  Regio- and enantioselective catalytic monoepoxidation of conjugated dienes: synthesis of chiral allylic cis-epoxides.

Authors:  Jawahar L Jat; Saroj Ranjan De; Ganesh Kumar; Adeniyi Michael Adebesin; Shyam K Gandham; John R Falck
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005
  9 in total

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