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Synthesis of an advanced intermediate of the jatrophane diterpene Pl-4: a dibromide coupling approach

Fürst, R.; Rinner, U.

Journal of Organic Chemistry 78(17): 8748-8758

2013

ISSN/ISBN: 1520-6904
PMID: 23895274
DOI: 10.1021/jo401480t
Accession: 056076752
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The preparation of an advanced intermediate toward the synthesis of the jatrophane diterpene Pl-4 is described. The key step is a regioselective chelation-controlled lithiation of the (Z)-configured bromide in the corresponding vinyl dibromide precursor. The method outlined within this Article is suitable for the facile access of sterically hindered internal vinyl halides for further coupling reactions.

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