Synthesis of the Macrolactone Cores of Maltepolides via a Diene–Ene Ring-Closing Metathesis Strategy

Synthesis of the C19-truncated maltepolide E has been accomplished via a diene–ene ring-closing metathesis (RCM) strategy without damage to the C11–C14 alkenyl epoxy unit. Upon release of the C17-OH group, it attacked at the C14 position with double bond migration and epoxide ring opening to furnish...

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Bibliographic Details
Published in:Organic letters 2023-03, Vol.25 (10), p.1633-1637
Main Authors: Sit, Man Ki, Cao, Hui Hui, Wu, Yan-Dong, Yip, Tsz Chun, Bendel, Lars Eric, Zhang, Wen, Dai, Wei-Min
Format: Article
Language:English
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Summary:Synthesis of the C19-truncated maltepolide E has been accomplished via a diene–ene ring-closing metathesis (RCM) strategy without damage to the C11–C14 alkenyl epoxy unit. Upon release of the C17-OH group, it attacked at the C14 position with double bond migration and epoxide ring opening to furnish the C19-truncated maltepolides A and B as proposed for the biosynthesis of maltepolides.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00106