Details
| Original language | English |
|---|---|
| Pages (from-to) | 3060-3063 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 11 |
| Issue number | 14 |
| Publication status | Published - 19 Jun 2009 |
Abstract
Chiral enamides, easily prepared in one step from a cyclic ketone and an oxazolidinone, are successfully employed in high-yielding, endo, and facially selective Hetero-Diels-Alder reactions involving activated oxadienes and Siever's reagent as catalyst. From the resulting bicyclic heteroadducts, a novel and efficient asymmetric modification for the Robinson annulation of cyclic monoketones is described.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic Letters, Vol. 11, No. 14, 19.06.2009, p. 3060-3063.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Hetero-diels-alder reactions of cyclic ketone derived enamide. A new and efficient concept for the asymmetric robinson annulation
AU - Gallier, Florian
AU - Hussain, Hidayat
AU - Martel, Arnaud
AU - Kirschning, Andreas
AU - Dujardin, Gilles
PY - 2009/6/19
Y1 - 2009/6/19
N2 - Chiral enamides, easily prepared in one step from a cyclic ketone and an oxazolidinone, are successfully employed in high-yielding, endo, and facially selective Hetero-Diels-Alder reactions involving activated oxadienes and Siever's reagent as catalyst. From the resulting bicyclic heteroadducts, a novel and efficient asymmetric modification for the Robinson annulation of cyclic monoketones is described.
AB - Chiral enamides, easily prepared in one step from a cyclic ketone and an oxazolidinone, are successfully employed in high-yielding, endo, and facially selective Hetero-Diels-Alder reactions involving activated oxadienes and Siever's reagent as catalyst. From the resulting bicyclic heteroadducts, a novel and efficient asymmetric modification for the Robinson annulation of cyclic monoketones is described.
UR - http://www.scopus.com/inward/record.url?scp=67650333072&partnerID=8YFLogxK
U2 - 10.1021/ol901065e
DO - 10.1021/ol901065e
M3 - Article
AN - SCOPUS:67650333072
VL - 11
SP - 3060
EP - 3063
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 14
ER -