A Novel Enantioselective Synthetic Route to Omuralide Analogues with the Potential for Species Selectivity in Proteasome Inhibition

The building blocks shown can be combined for an enantioselective construction of the simplified omuralide analogue 4 in nine steps, with the use of (R)-atrolactic acid as a recoverable chiral controller.

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Bibliographic Details
Published in:Organic letters 2001-05, Vol.3 (9), p.1395-1397
Main Authors: Crane, Sheldon N, Corey, E. J
Format: Article
Language:English
Subjects:
Acetylcysteine - analogs & derivatives
Acetylcysteine - chemistry
Catalysis
Cysteine Endopeptidases - chemistry
Glycine - chemistry
Lactates - chemistry
Lactones - chemical synthesis
Lactones - chemistry
Molecular Structure
Multienzyme Complexes - antagonists & inhibitors
Multienzyme Complexes - chemistry
Proteasome Endopeptidase Complex
Stereoisomerism
Structure-Activity Relationship
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Description
Summary:The building blocks shown can be combined for an enantioselective construction of the simplified omuralide analogue 4 in nine steps, with the use of (R)-atrolactic acid as a recoverable chiral controller.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol015757p