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Issue 17, 2009
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Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

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Abstract

Crude Porcine pancreatic lipase was successfully used for the kinetic resolution of axially chiral primary allenic alcohols providing very high enantioselectivities with E values above 200. This simple access to optically active allenes was applied to the total synthesis of the fungal metabolite (−)-striatisporolide A, allowing its unambiguous stereochemical assignment.

Graphical abstract: Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

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Article information


Submitted
19 Jun 2009
Accepted
29 Jun 2009
First published
09 Jul 2009

Org. Biomol. Chem., 2009,7, 3379-3381
Article type
Communication

Enzymatic kinetic resolution of primary allenic alcohols. Application to the total synthesis and stereochemical assignment of striatisporolide A

J. Deska and Jan-E. Bäckvall, Org. Biomol. Chem., 2009, 7, 3379
DOI: 10.1039/B912128P

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