Issue 43, 2021

A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

Abstract

A modular strategy for meroterpenoid-type marine natural products has been developed from commercially available (+)-sclareolide using a palladium-catalyzed tandem carbene migratory insertion as one of the key steps. Its applicability is showcased by the formal synthesis of (−)-pelorol and 9-epi-pelorol and the concise total synthesis of (+)-yahazunone and (+)-yahazunol. It is worth noting that the formal synthesis of (−)-pelorol and 9-epi-pelorol was achieved by controlling the reaction sequence of hydrogenation and cyclization.

Graphical abstract: A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

Supplementary files

Article information

Article type
Paper
Submitted
14 Aug. 2021
Accepted
08 Okt. 2021
First published
22 Okt. 2021

Org. Biomol. Chem., 2021,19, 9439-9447

A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

H. Wang, X. Nan, H. Li, Z. Cao and Y. Wu, Org. Biomol. Chem., 2021, 19, 9439 DOI: 10.1039/D1OB01598B

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