Tetrahedron p. 4789 - 4797 (2016)
Update date:2022-08-17
Topics:
Poornima
Venkanna
Swetha
Kamireddy, Karthik reddy
Siva, Bandi
Phani Babu
Ummanni, Ramesh
Babu, K. Suresh
A concise total synthesis of dendrodolides A–D (1–4) has been accomplished in 10 steps from commercially available (R)-propylene oxide and 3-buten-1-ol as starting materials. The key steps involved in the synthesis are Jacobsen hydrolytic kinetic resolution, epoxide ring opening with 2-allyl-1, 3-dithiane, Yamaguchi esterification and ring-closing metathesis (RCM). In addition, a series of ester derivatives were prepared utilizing Yamaguchi esterification at the C-3 position of the dendrodolide core and screened for their efficacy against cancer cell lines.
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