Total synthesis and stereochemical assignment of cryptolatifolione?

RSC Advances Pub Date: 2015-06-10 DOI: 10.1039/C5RA09186A

Abstract

An enantioselective total synthesis of cryptolatifolione and its C-8 epimer is presented in a protecting-group-free fashion. The synthesis relied on the use of a catalytic double Krische allylation, catalytic olefin metathesis and a C–H oxidation. Comparison of spectroscopic data of the synthetic isomers and natural product made possible the unambiguous elucidation of the absolute configuration of cryptolatifolione.

Graphical abstract: Total synthesis and stereochemical assignment of cryptolatifolione
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