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

ABSTRACT: 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.

SUBMITTER: Furst R

PROVIDER: S-EPMC3767202 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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

Fürst Rita R Rinner Uwe U

The Journal of organic chemistry 20130813 17

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. ...[more]

PMID: 23895274

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