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. 1998 Jul;1998(7):937-961.
doi: 10.1055/s-1998-2092.

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

Arun K Ghosh  1 , Steve Fidanze  1 , Chris H Senanayake  2
Affiliations

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

Arun K Ghosh et al. Synthesis (Stuttg). 1998 Jul.

Abstract

A review on cis-1-aminoindan-2-ol derived asymmetric syntheses is described.

Keywords: 1-aminoindan-2-ol; asymmetric synthesis; inhibitor; protease.

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Figures

Figure 1.
Figure 1.
Auxiliaries and Catalysts Used in Asymmetric Synthesis
Figure 2.
Figure 2.
Zimmerman-Traxler Type Transition States
Figure 3.
Figure 3.
Conformations 101 and 102 During L-Selectride Reduction
Figure 4.
Figure 4.
Transition States 125 and 126
Figure 5.
Figure 5.
Transition Models 148 and 149
Figure 6.
Figure 6.
Structures of Inhibitors 167–169
Figure 7.
Figure 7.
Structures of Different Dipeptide Isosteres
Figure 8.
Figure 8.
Structural Features of Indinavir (180)
Figure 9.
Figure 9.
Structures of 193–195
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Scheme 50
See this image and copyright information in PMC

References

    1. For recent reviews, see: Chiral Auxiliaries and Ligands in Asymmetric Synthesis; Seyden-Penne J, Ed.; Wiley Interscience: New York, 1995.Stereoselective Synthesis; Nogradi M, Ed.; VCH Publishers: New York, 1995.Asymmteric Catalysis in Organic Synthesis, Noyori R; Wiley Interscience: New York, 1994.Catalytic Asymmetric Synthesis; Ojima I, Ed.; VCH Publishers: New York, 1993, and references cited therein.

    1. Takaya H; Ohta T; Noyori R Asymmetric hydrogenation In Catalytic Asymmetric Synthesis; Ojima I, Ed.; VCH Publishers: New York, 1993; pp 1–39.
    1. Kolb HC; VanNieuwenhze MS; Sharpless KB Chem. Rev 1994, 94, 2483.
    2. Johnson RA; Sharpless KB In Catalytic Asymmetric Synthesis; Ojima I, Ed.; VCH Publishers: New York, 1993; pp 227–272.
    3. Lohray BB Tetrahedron: Asymmetry 1992, 3, 1317, and references cited therein.
    1. Sharpless KB Tetrahedron 1994, 50, 4235.
    2. Johnson RA; Sharpless KB In Catalytic Asymmetric Synthesis; Ojima I, Ed.; VCH Publishers: New York, 1993; pp 103–158.
    1. Jacobsen EN In Catalytic Asymmetric Synthesis; Ojima I, Ed.; VCH Publishers: New York, 1993; pp 159–202.