Details
| Original language | English |
|---|---|
| Pages (from-to) | 1608-1611 |
| Number of pages | 4 |
| Journal | Organic letters |
| Volume | 14 |
| Issue number | 6 |
| Publication status | Published - 16 Mar 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 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. 14, No. 6, 16.03.2012, p. 1608-1611.
Research output: Contribution to journal › Article › Research › 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 -