Total Synthesis of Surinamensinols A and B

An efficient total synthesis of the naturally occurring anti-inflammatory and antitumour 8-O-4′-neolignans, surinamensinols A and B, has been accomplished from commercially available allyl alcohol and (S)-ethyl lactate. The synthetic sequence involves a palladium-catalysed Suzuki–Miyaura cross-coupl...

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Bibliographic Details
Main Authors: Satya Kumar Avula, Biswanath Das, Rene Csuk, Ahmed Al-Rawahi, Ahmed Al-Harrasi
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2020-10-01
Series:SynOpen
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1707325
Description
Summary:An efficient total synthesis of the naturally occurring anti-inflammatory and antitumour 8-O-4′-neolignans, surinamensinols A and B, has been accomplished from commercially available allyl alcohol and (S)-ethyl lactate. The synthetic sequence involves a palladium-catalysed Suzuki–Miyaura cross-coupling reaction followed by a chiral Mitsunobu­ reaction as the key steps. This is the first report of the simultaneous stereoselective total synthesis of surinamensinols A and B through a single approach involving only six steps.
ISSN:2509-9396