Total Synthesis of Surinamensinols A and B

Author:

Al-Harrasi Ahmed1,Avula Satya Kumar1ORCID,Das Biswanath1,Csuk Rene2,Al-Rawahi Ahmed1

Affiliation:

1. Natural and Medical Sciences Research Center, University of Nizwa

2. Organic Chemistry, Martin-Luther-University Halle-Wittenberg

Abstract

AbstractAn 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.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Materials Science (miscellaneous),Biomaterials,Catalysis

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