Abstract
(Chemical Equation Presented) Functionalization of the angular methine carbon of hydroxyproline-derived dioxopiperazines by a radical-promoted C-H bond oxidation, which is directed by a proximal (bromomethyl)silyl group, is described. This regioselective oxidation is the key step in a new synthesis of epidithiodioxopiperazines.
| Original language | English |
|---|---|
| Pages (from-to) | 5267-5270 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 9 |
| Issue number | 25 |
| DOIs | |
| Publication status | Published - 2007 Dec 6 |
| Externally published | Yes |
Fingerprint
ASJC Scopus subject areas
- Molecular Medicine
Cite this
Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines. / Overman, Larry E.; Satou, Takaaki.
In: Organic Letters, Vol. 9, No. 25, 06.12.2007, p. 5267-5270.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines
AU - Overman, Larry E.
AU - Satou, Takaaki
PY - 2007/12/6
Y1 - 2007/12/6
N2 - (Chemical Equation Presented) Functionalization of the angular methine carbon of hydroxyproline-derived dioxopiperazines by a radical-promoted C-H bond oxidation, which is directed by a proximal (bromomethyl)silyl group, is described. This regioselective oxidation is the key step in a new synthesis of epidithiodioxopiperazines.
AB - (Chemical Equation Presented) Functionalization of the angular methine carbon of hydroxyproline-derived dioxopiperazines by a radical-promoted C-H bond oxidation, which is directed by a proximal (bromomethyl)silyl group, is described. This regioselective oxidation is the key step in a new synthesis of epidithiodioxopiperazines.
UR - http://www.scopus.com/inward/record.url?scp=37249068440&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=37249068440&partnerID=8YFLogxK
U2 - 10.1021/ol702518t
DO - 10.1021/ol702518t
M3 - Article
C2 - 18001051
AN - SCOPUS:37249068440
VL - 9
SP - 5267
EP - 5270
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 25
ER -