Details
| Original language | English |
|---|---|
| Pages (from-to) | 3485-3488 |
| Number of pages | 4 |
| Journal | Organic letters |
| Volume | 8 |
| Issue number | 16 |
| Publication status | Published - 3 Aug 2006 |
Abstract
The tandem intramolecular Michael-aldol reaction was studied as a tool for the construction of the C-ring of hexacyclinic acid. By changing the reaction conditions it was possible to selectively obtain either the kinetic or the thermodynamic product. Retro-aldol reaction and subsequent epimerization provides four individual cyclopentane derivatives that can be incorporated as building blocks in natural product syntheses.
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. 8, No. 16, 03.08.2006, p. 3485-3488.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Tandem intramolecular Michael-Aldol reaction as a tool for the construction of the C-ring of hexacyclinic acid
AU - Stelmakh, Andriy
AU - Stellfeld, Timo
AU - Kalesse, Markus
PY - 2006/8/3
Y1 - 2006/8/3
N2 - The tandem intramolecular Michael-aldol reaction was studied as a tool for the construction of the C-ring of hexacyclinic acid. By changing the reaction conditions it was possible to selectively obtain either the kinetic or the thermodynamic product. Retro-aldol reaction and subsequent epimerization provides four individual cyclopentane derivatives that can be incorporated as building blocks in natural product syntheses.
AB - The tandem intramolecular Michael-aldol reaction was studied as a tool for the construction of the C-ring of hexacyclinic acid. By changing the reaction conditions it was possible to selectively obtain either the kinetic or the thermodynamic product. Retro-aldol reaction and subsequent epimerization provides four individual cyclopentane derivatives that can be incorporated as building blocks in natural product syntheses.
UR - http://www.scopus.com/inward/record.url?scp=33747243871&partnerID=8YFLogxK
U2 - 10.1021/ol061096q
DO - 10.1021/ol061096q
M3 - Article
C2 - 16869641
AN - SCOPUS:33747243871
VL - 8
SP - 3485
EP - 3488
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 16
ER -