Literature DB >> 30364406

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

Arun K Ghosh1, Tien T Duong1, Sean P McKee1.   

Abstract

Boron enolates obtained from optically active oxazolidinone derivative of cis-1-amino-2-hydroxyindan are reacted with various aldehydes to provide highly enantioselective aldol products in good yields.

Entities:  

Year:  1992        PMID： 30364406      PMCID： PMC6196354          DOI： 10.1039/C39920001673

Source DB:  PubMed          Journal:  J Chem Soc Chem Commun        ISSN： 0022-4936


  2 in total

1.  Benzocycloalkyl amines as novel C-termini for HIV protease inhibitors.

Authors:  T A Lyle; C M Wiscount; J P Guare; W J Thompson; P S Anderson; P L Darke; Z A Zugay; E A Emini; W A Schleif; J C Qunitero
Journal:  J Med Chem       Date:  1991-03       Impact factor: 7.446

2.  Synthesis and antiviral activity of a series of HIV-1 protease inhibitors with functionality tethered to the P1 or P1' phenyl substituents: X-ray crystal structure assisted design.

Authors:  W J Thompson; P M Fitzgerald; M K Holloway; E A Emini; P L Darke; B M McKeever; W A Schleif; J C Quintero; J A Zugay; T J Tucker
Journal:  J Med Chem       Date:  1992-05-15       Impact factor: 7.446
  2 in total
  11 in total

1.  A Convenient Enzymatic Route to Optically Active l-Aminoindan-2-ol: Versatile Ligands for HIV-1 Protease Inhibitors and Asymmetric Syntheses.

Authors:  Arun K Ghosh; John F Kincaid; Michael G Haske
Journal:  Synthesis (Stuttg)       Date:  1997-05       Impact factor: 3.157

2.  HIGHLY STEREOSELECTIVE REDUCTION OF α-KETO ESTERS: UTILITY OF CIS-1-ARYLSULFONAMIDO-2-INDANOLS AS CHIRAL AUXILIARIES.

Authors:  Arun K Ghosh; Yan Chen
Journal:  Tetrahedron Lett       Date:  2000-06-14       Impact factor: 2.415

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.  Asymmetric Aldol Route to Hydroxyethylamine Isostere: Stereoselective Synthesis of the Core Unit of Saquinavir.

Authors:  Arun K Ghosh; Khaja Azhar Hussain; Steve Fidanze
Journal:  J Org Chem       Date:  1997-08-22       Impact factor: 4.354

5.  Synthesis of Enantiomerically Pure Anti-Aldols: A Highly Stereoselective Ester-Derived Titanium Enolate Aldol Reaction.

Authors:  Arun K Ghosh; Masanobu Onishi
Journal:  J Am Chem Soc       Date:  1996-03-13       Impact factor: 15.419

6.  cis-1-Aminoindan-2-ol in Asymmetric Syntheses.

Authors:  Arun K Ghosh; Steve Fidanze; Chris H Senanayake
Journal:  Synthesis (Stuttg)       Date:  1998-07       Impact factor: 3.157

7.  Conformationally Constrained Bis(oxazoline) Derived Chiral Catalyst : A Highly Effective Enantioselective Diels-Alder Reaction.

Authors:  Arun K Ghosh; Packiarajan Mathivanan; John Cappiello
Journal:  Tetrahedron Lett       Date:  1996-05-27       Impact factor: 2.415

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

Authors:  Arun K Ghosh; Jae-Hun Kim
Journal:  Tetrahedron Lett       Date:  2002-07-17       Impact factor: 2.415

9.  Synthesis of Bioactive Natural Products by Asymmetric syn- and anti-Aldol Reactions.

Authors:  Arun K Ghosh; Zachary L Dawson
Journal:  Synthesis (Stuttg)       Date:  2009-09       Impact factor: 3.157

10.  ASYMMETRIC DIELS-ALDER REACTION : CIS-1-ARYLSULFONAMIDO-2-INDANOLS AS HIGHLY EFFECTIVE CHIRAL AUXILIARIES.

Authors:  Arun K Ghosh; Packiarajan Mathivanan
Journal:  Tetrahedron Asymmetry       Date:  1996-02
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