Literature DB >> 30449907

Chelation-controlled ester-derived titanium enolate aldol reaction: diastereoselective syn-aldols with mono- and bidentate aldehydes.

Arun K Ghosh1, Jae-Hun Kim1.   

Abstract

A chelation-controlled and highly diastereoselective synthesis of syn-aldols is described. Aldol reaction of (S)-valinol-derived ester with a variety of aldehydes proceeded with high syn-diastereoselectivities (up to 99:1) and isolated yields (94%).

Entities:  

Year:  2002        PMID： 30449907      PMCID： PMC6234980          DOI： 10.1016/S0040-4039(02)01113-9

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  12 in total

1.  Concerning the Boron-Mediated Aldol Reaction of Carboxylic Esters.

Authors:  Atsushi Abiko; Ji-Feng Liu; Satoru Masamune
Journal:  J Org Chem       Date:  1996-04-19       Impact factor: 4.354

2.  Synthesis of the left-hand portion of geldanamycin using an anti glycolate aldol reaction.

Authors:  M B Andrus; E L Meredith; B B Sekhar
Journal:  Org Lett       Date:  2001-01-25       Impact factor: 6.005

3.  ESTER DERIVED TITANIUM ENOLATE ALDOL REACTION: HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF SYN- AND ANTI-ALDOLS.

Authors:  Arun K Ghosh; Steve Fidanze; Masanobu Onishi; Khaja Azhar Hussain
Journal:  Tetrahedron Lett       Date:  1997-10-13       Impact factor: 2.415

4.  Highly Enantioselective Aldol Reaction: Development of a New Chiral Auxiliary from cis-1-Amino-2-hydroxyindan.

Authors:  Arun K Ghosh; Tien T Duong; Sean P McKee
Journal:  J Chem Soc Chem Commun       Date:  1992

Review 5.  Macrolides. Recent progress in chemistry and biochemistry.

Authors:  S Masamune; G S Bates; J W Corcoran
Journal:  Angew Chem Int Ed Engl       Date:  1977-09       Impact factor: 15.336

6.  Asymmetric synthesis of (-)-tetrahydrolipstatin: an anti-aldol-based strategy.

Authors:  A K Ghosh; S Fidanze
Journal:  Org Lett       Date:  2000-08-10       Impact factor: 6.005

7.  Synthesis, structure proof, and biological activity of epothilone cyclopropanes.

Authors:  J Johnson; S H Kim; M Bifano; J DiMarco; C Fairchild; J Gougoutas; F Lee; B Long; J Tokarski; G Vite
Journal:  Org Lett       Date:  2000-06-01       Impact factor: 6.005

8.  Synthesis of the apoptosis inducing agent apoptolidin. Assembly of the C(16)-C(28) fragment.

Authors:  G A Sulikowski; W M Lee; B Jin; B Wu
Journal:  Org Lett       Date:  2000-05-18       Impact factor: 6.005

9.  Titanium enolates of thiazolidinethione chiral auxiliaries: versatile tools for asymmetric aldol additions.

Authors:  M T Crimmins; K Chaudhary
Journal:  Org Lett       Date:  2000-03-23       Impact factor: 6.005

10.  Total synthesis of mycalamide A and 7-epi-mycalamide A.

Authors:  W R Roush; L A Pfeifer
Journal:  Org Lett       Date:  2000-03-23       Impact factor: 6.005
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