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 | |
| Publication status | Published - Dec 24 2004 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Studies on the total synthesis of (-)-CP-263,114. / Yoshimitsu, Takehiko; Sasaki, Shuji; Arano, Yoshimasa; Nagaoka, Hiroto.
In: Journal of Organic Chemistry, Vol. 69, No. 26, 24.12.2004, p. 9262-9268.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Studies on the total synthesis of (-)-CP-263,114
AU - Yoshimitsu, Takehiko
AU - Sasaki, Shuji
AU - Arano, Yoshimasa
AU - Nagaoka, Hiroto
PY - 2004/12/24
Y1 - 2004/12/24
N2 - 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.
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.
UR - http://www.scopus.com/inward/record.url?scp=10844229059&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=10844229059&partnerID=8YFLogxK
U2 - 10.1021/jo048681u
DO - 10.1021/jo048681u
M3 - Article
C2 - 15609965
AN - SCOPUS:10844229059
VL - 69
SP - 9262
EP - 9268
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 26
ER -