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Karlotoxin synthetic studies: concise synthesis of a C(42-63) B-ring tetrahydropyran fragment.

ABSTRACT: Starting from natural D-mannose, a C(42-63) B-ring tetrahydropyran fragment in karlotoxin 2 has been prepared via a common THP intermediate in a concise manner. E-selective Julia-Kocienski olefination efficiently assembled a C(51-63) chlorodiene subunit and a C(42-50) tetrahydropyran segment.

SUBMITTER: Tomioka T 

PROVIDER: S-EPMC3873160 | biostudies-literature | 2013 Nov

REPOSITORIES: biostudies-literature

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Karlotoxin synthetic studies: concise synthesis of a C(42-63) B-ring tetrahydropyran fragment.

Tomioka Takashi T   Takahashi Yusuke Y   Maejima Toshihide T   Yabe Yuki Y   Iwata Hiroki H   Hamann Mark T MT  

Tetrahedron letters 20131101 48

Starting from natural D-mannose, a C(42-63) B-ring tetrahydropyran fragment in karlotoxin 2 has been prepared via a common THP intermediate in a concise manner. <i>E</i>-selective Julia-Kocienski olefination efficiently assembled a C(51-63) chlorodiene subunit and a C(42-50) tetrahydropyran segment. ...[more]

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