Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 4691-4694 |
| Seitenumfang | 4 |
| Fachzeitschrift | Tetrahedron letters |
| Jahrgang | 32 |
| Ausgabenummer | 36 |
| Publikationsstatus | Veröffentlicht - 1991 |
| Extern publiziert | Ja |
Abstract
Double Michael additions of vinylogous esters of type 1 with crotyl ester generates diastereoselectively bicyclo[2.2.2]octanone 2 with four defined chiral centers via a synclinal transition state. Thexyldimethylsilyl enol ethers of type 5 and 10 undergo smooth cyclization to bicyclo[3.3.1]nonenones 7 and bicylo[3.3.0]octenones 12 by addition of Lewis acids.
ASJC Scopus Sachgebiete
- Biochemie, Genetik und Molekularbiologie (insg.)
- Biochemie
- Pharmakologie, Toxikologie und Pharmazie (insg.)
- Wirkstoffforschung
- Chemie (insg.)
- Organische Chemie
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in: Tetrahedron letters, Jahrgang 32, Nr. 36, 1991, S. 4691-4694.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Diastereoselective double michael additions of vinylogous esters and thexyldimethylsilyl triflate-induced cyclizations
AU - Schinzer, Dieter
AU - Kalesse, Markus
PY - 1991
Y1 - 1991
N2 - Double Michael additions of vinylogous esters of type 1 with crotyl ester generates diastereoselectively bicyclo[2.2.2]octanone 2 with four defined chiral centers via a synclinal transition state. Thexyldimethylsilyl enol ethers of type 5 and 10 undergo smooth cyclization to bicyclo[3.3.1]nonenones 7 and bicylo[3.3.0]octenones 12 by addition of Lewis acids.
AB - Double Michael additions of vinylogous esters of type 1 with crotyl ester generates diastereoselectively bicyclo[2.2.2]octanone 2 with four defined chiral centers via a synclinal transition state. Thexyldimethylsilyl enol ethers of type 5 and 10 undergo smooth cyclization to bicyclo[3.3.1]nonenones 7 and bicylo[3.3.0]octenones 12 by addition of Lewis acids.
UR - http://www.scopus.com/inward/record.url?scp=0025742927&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(00)92283-4
DO - 10.1016/S0040-4039(00)92283-4
M3 - Article
AN - SCOPUS:0025742927
VL - 32
SP - 4691
EP - 4694
JO - Tetrahedron letters
JF - Tetrahedron letters
SN - 0040-4039
IS - 36
ER -