A Convenient Enzymatic Route to Optically Active 1-Aminoindan-2-ol: Versatile Ligands for HIV-1 Protease Inhibitors and Asymmetric Syntheses
- 1 May 1997
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1997 (05) , 541-544
- https://doi.org/10.1055/s-1997-1235
Abstract
(1S,2R)- and (1R,2S)-1-aminoindan-2-ol were prepared in high enantiomeric excess (>96%) by an immobilized lipase-catalyzed selective acylation of racemic trans-1-azidoindan-2-ol.Keywords
This publication has 13 references indexed in Scilit:
- Asymmetric hetero Diels-Alder reactions of Danishefsky's diene and glyoxylate esters catalyzed by chiral bisoxazoline derived catalystsTetrahedron: Asymmetry, 1996
- Asymmetric Diels-Alder reaction: Cis-1-arylsulfonamido-2-indanols as highly effective chiral auxiliariesTetrahedron: Asymmetry, 1996
- A Convergent, Enantioselective Total Synthesis of Hapalosin: A Drug with Multidrug-Resistance Reversing ActivityAngewandte Chemie International Edition in English, 1996
- Inhibitors of Human Immunodeficiency Virus Type 1 Protease Containing 2-Aminobenzyl-Substituted 4-Amino-3-hydroxy-5-phenylpentanoic Acid: Synthesis, Activity, and Oral BioavailabilityJournal of Medicinal Chemistry, 1996
- Synthesis of Enantiomerically Pure Anti-Aldols: A Highly Stereoselective Ester-Derived Titanium Enolate Aldol ReactionJournal of the American Chemical Society, 1996
- Total Synthesis of (+)-SinefunginThe Journal of Organic Chemistry, 1996
- Nonpeptidal P2 Ligands for HIV Protease Inhibitors: Structure-Based Design, Synthesis, and Biological EvaluationJournal of Medicinal Chemistry, 1996
- L-735,524: The Design of a Potent and Orally Bioavailable HIV Protease InhibitorJournal of Medicinal Chemistry, 1994
- Synthesis and antiviral activity of a series of HIV-1 protease inhibitors with functionality tethered to the P1 or P1' phenyl designJournal of Medicinal Chemistry, 1992
- Highly enantioselective aldol reaction: development of a new chiral auxiliary from cis-1-amino-2-hydroxyindanJournal of the Chemical Society, Chemical Communications, 1992