Details
| Original language | English |
|---|---|
| Pages (from-to) | 34-35 |
| Number of pages | 2 |
| Journal | SYNLETT |
| Volume | 1989 |
| Issue number | 1 |
| Publication status | Published - Sept 1989 |
Abstract
Mixed ketene acetals of enones of type 2 undergo stereoselective cydizations on a short column of silica gel to yield bicyclo[2.22]octanones of type 3. Enolates of vinylogous amides of types 6 and 8 cyclize directly upon reaction with methyl acrylate at -78 °C to form bicyclic β-amino ketones of types 7 and 9.
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: SYNLETT, Vol. 1989, No. 1, 09.1989, p. 34-35.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Silica gel catalyzed cyclizations of enones and double michael additions of vinylogous amides
T2 - Efficient synthesis of bicyclo[2.2.2]octanones and bicyclo-hydrocarbazolones
AU - Schinzer, Dieter
AU - Kalesse, Markus
N1 - Funding Information: This work was supported by the Deutsche Forschungsgemeinschaft (DFG) and the Fonds der Chemischen Industrie.
PY - 1989/9
Y1 - 1989/9
N2 - Mixed ketene acetals of enones of type 2 undergo stereoselective cydizations on a short column of silica gel to yield bicyclo[2.22]octanones of type 3. Enolates of vinylogous amides of types 6 and 8 cyclize directly upon reaction with methyl acrylate at -78 °C to form bicyclic β-amino ketones of types 7 and 9.
AB - Mixed ketene acetals of enones of type 2 undergo stereoselective cydizations on a short column of silica gel to yield bicyclo[2.22]octanones of type 3. Enolates of vinylogous amides of types 6 and 8 cyclize directly upon reaction with methyl acrylate at -78 °C to form bicyclic β-amino ketones of types 7 and 9.
UR - http://www.scopus.com/inward/record.url?scp=85022350276&partnerID=8YFLogxK
U2 - 10.1055/s-1989-34704
DO - 10.1055/s-1989-34704
M3 - Article
AN - SCOPUS:85022350276
VL - 1989
SP - 34
EP - 35
JO - SYNLETT
JF - SYNLETT
SN - 0936-5214
IS - 1
ER -