Asymmetric Total Synthesis of Stagonolide F

A highly convergent stereoselective total synthesis of stagonolide F is described starting from commercially available 5-hexen 1-ol using asymmetric dihydroxylation, Jacobsen ' s hydrolytic kinetic resolution (HKR), regioselective epoxide ring opening with vinyl Grignard reaction, esterificatio...

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Bibliographic Details
Published in:Synthetic communications 2014-10, Vol.44 (19), p.2886-2891
Main Authors: Chinnababu, B., Reddy, S. Purushotham, Babu, K. Suresh, Venkateswarlu, Y.
Format: Article
Language:English
Subjects:
Asymmetric dihydroxylation
Jacobsen's hydrolytic kinetic resolution (HKR)
ring-closing metathesis (RCM)
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Summary:A highly convergent stereoselective total synthesis of stagonolide F is described starting from commercially available 5-hexen 1-ol using asymmetric dihydroxylation, Jacobsen ' s hydrolytic kinetic resolution (HKR), regioselective epoxide ring opening with vinyl Grignard reaction, esterification, and ring-closing metathesis (RCM) as key steps.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2014.905602