Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 135-138 |
| Seitenumfang | 4 |
| Fachzeitschrift | Organic Letters |
| Jahrgang | 8 |
| Ausgabenummer | 1 |
| Publikationsstatus | Veröffentlicht - 14 Dez. 2005 |
Abstract
(Chemical Equation Presented) The enantioselective total synthesis of the N-acetylcysteamine thioester of seco-proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin, is described, which twice utilizes the Nagao acetate aldol reaction, as well as an indium-mediated alkynylation of a benzyl bromide followed by carboalumination. The key step is a Heck reaction between two terminal alkenes for merging the two major fragments.
ASJC Scopus Sachgebiete
- Biochemie, Genetik und Molekularbiologie (insg.)
- Biochemie
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
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in: Organic Letters, Jahrgang 8, Nr. 1, 14.12.2005, S. 135-138.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Synthesis of the N-acetylcysteamine thioester of seco-proansamitocin
AU - Frenzel, Thomas
AU - Brünjes, Marco
AU - Quitschalle, Monika
AU - Kirschning, Andreas
PY - 2005/12/14
Y1 - 2005/12/14
N2 - (Chemical Equation Presented) The enantioselective total synthesis of the N-acetylcysteamine thioester of seco-proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin, is described, which twice utilizes the Nagao acetate aldol reaction, as well as an indium-mediated alkynylation of a benzyl bromide followed by carboalumination. The key step is a Heck reaction between two terminal alkenes for merging the two major fragments.
AB - (Chemical Equation Presented) The enantioselective total synthesis of the N-acetylcysteamine thioester of seco-proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin, is described, which twice utilizes the Nagao acetate aldol reaction, as well as an indium-mediated alkynylation of a benzyl bromide followed by carboalumination. The key step is a Heck reaction between two terminal alkenes for merging the two major fragments.
UR - http://www.scopus.com/inward/record.url?scp=30944460157&partnerID=8YFLogxK
U2 - 10.1021/ol052588q
DO - 10.1021/ol052588q
M3 - Article
C2 - 16381586
AN - SCOPUS:30944460157
VL - 8
SP - 135
EP - 138
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 1
ER -