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Enantioselective Total Syntheses of (-)-Clasto-Lactacystin Beta-Lactone and 7-epi-(-)-clasto-lactacystin Beta-Lactone

Christopher J Hayes, Alexandra E Sherlock, Matthew D Selby

Org Biomol Chem. 2006 Jan 21;4(2):193-5.

PMID: 16391758

Abstract:

An alkylidene carbene 1,5-CH insertion has been used as a key step in an efficient enantioselective total synthesis of (-)-clasto-lactacystin beta-lactone, and its C7-epimer. An additional noteworthy feature of the synthesis is the use of a novel oxidative deprotection procedure, utilizing DMDO, for the conversion of a late-stage benzylidene acetal into a primary alcohol and a secondary benzoate ester.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP154226605-A clasto-Lactacystin β-lactone clasto-Lactacystin β-lactone 154226-60-5 Price
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