Studies on the total synthesis of (-)-CP-263,114

Takehiko Yoshimitsu; Shuji Sasaki; Yoshimasa Arano; Hiroto Nagaoka

doi:10.1021/jo048681u

Studies on the total synthesis of (-)-CP-263,114

Takehiko Yoshimitsu, Shuji Sasaki, Yoshimasa Arano, Hiroto Nagaoka

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

Alkoxyl radicals have a wide range of applications in organic synthesis due to their remarkable chemical properties in molecular transformation. The present study shows two types of alkoxyl radicals (primary vs tertiary) to selectively undergo dehydrogenation and β-scission to give rise to key structural elements of (-)-CP-263,114 (1). By alkoxyl radical transformation followed by installation of the C19-C25 (CP numbering) side chain and the bridged bisacetal unit, the functionalized CP precursor 2 was obtained.

Original language	English
Pages (from-to)	9262-9268
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	69
Issue number	26
DOIs	https://doi.org/10.1021/jo048681u
Publication status	Published - Dec 24 2004
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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AU - Arano, Yoshimasa

AU - Nagaoka, Hiroto

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AB - Alkoxyl radicals have a wide range of applications in organic synthesis due to their remarkable chemical properties in molecular transformation. The present study shows two types of alkoxyl radicals (primary vs tertiary) to selectively undergo dehydrogenation and β-scission to give rise to key structural elements of (-)-CP-263,114 (1). By alkoxyl radical transformation followed by installation of the C19-C25 (CP numbering) side chain and the bridged bisacetal unit, the functionalized CP precursor 2 was obtained.

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Studies on the total synthesis of (-)-CP-263,114

Abstract

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