Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 1608-1611 |
| Seitenumfang | 4 |
| Fachzeitschrift | Organic letters |
| Jahrgang | 14 |
| Ausgabenummer | 6 |
| Publikationsstatus | Veröffentlicht - 16 März 2012 |
Abstract
The Kobayashi aldol reaction has become a prominent transformation in polyketide syntheses. This methodology takes advantage of the directing effects of the Evans auxiliary and allows the stereoselective incorporation of a four carbon segment with two additional methyl branches establishing an anti-relationship between the two newly formed chiral centers. So far this transformation was restricted to anti-aldol products. We present here a modified protocol that provides the corresponding aldol product with high syn-selectivity.
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 14, Nr. 6, 16.03.2012, S. 1608-1611.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Syn -selective vinylogous Kobayashi aldol reaction
AU - Symkenberg, Gerrit
AU - Kalesse, Markus
PY - 2012/3/16
Y1 - 2012/3/16
N2 - The Kobayashi aldol reaction has become a prominent transformation in polyketide syntheses. This methodology takes advantage of the directing effects of the Evans auxiliary and allows the stereoselective incorporation of a four carbon segment with two additional methyl branches establishing an anti-relationship between the two newly formed chiral centers. So far this transformation was restricted to anti-aldol products. We present here a modified protocol that provides the corresponding aldol product with high syn-selectivity.
AB - The Kobayashi aldol reaction has become a prominent transformation in polyketide syntheses. This methodology takes advantage of the directing effects of the Evans auxiliary and allows the stereoselective incorporation of a four carbon segment with two additional methyl branches establishing an anti-relationship between the two newly formed chiral centers. So far this transformation was restricted to anti-aldol products. We present here a modified protocol that provides the corresponding aldol product with high syn-selectivity.
UR - http://www.scopus.com/inward/record.url?scp=84858636313&partnerID=8YFLogxK
U2 - 10.1021/ol300353w
DO - 10.1021/ol300353w
M3 - Article
C2 - 22400997
AN - SCOPUS:84858636313
VL - 14
SP - 1608
EP - 1611
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 6
ER -