Details
| Original language | English |
|---|---|
| Pages (from-to) | 2430-2432 |
| Number of pages | 3 |
| Journal | Organic letters |
| Volume | 13 |
| Issue number | 9 |
| Early online date | 7 Apr 2011 |
| Publication status | Published - 6 May 2011 |
Abstract
Chemical equations presented. Unsaturated aldehydes are exquisite building blocks for further transformations in polyketide synthesis. Besides standard transformations that take advantage of the aldehyde functionality, the conjugate addition of hydrides followed by internal protonation allows access to alpha chiral aldehydes. Even though vinylogous Mukaiyama aldol reactions have been used in natural product syntheses before, the first enantioselective Mukaiyama aldol reaction of aldehyde-derived dienolates 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. 13, No. 9, 06.05.2011, p. 2430-2432.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Asymmetric vinylogous mukaiyama aldol reaction of aldehyde-derived dienolates
AU - Gieseler, Marc T.
AU - Kalesse, Markus
PY - 2011/5/6
Y1 - 2011/5/6
N2 - Chemical equations presented. Unsaturated aldehydes are exquisite building blocks for further transformations in polyketide synthesis. Besides standard transformations that take advantage of the aldehyde functionality, the conjugate addition of hydrides followed by internal protonation allows access to alpha chiral aldehydes. Even though vinylogous Mukaiyama aldol reactions have been used in natural product syntheses before, the first enantioselective Mukaiyama aldol reaction of aldehyde-derived dienolates is described.
AB - Chemical equations presented. Unsaturated aldehydes are exquisite building blocks for further transformations in polyketide synthesis. Besides standard transformations that take advantage of the aldehyde functionality, the conjugate addition of hydrides followed by internal protonation allows access to alpha chiral aldehydes. Even though vinylogous Mukaiyama aldol reactions have been used in natural product syntheses before, the first enantioselective Mukaiyama aldol reaction of aldehyde-derived dienolates is described.
UR - http://www.scopus.com/inward/record.url?scp=79955617232&partnerID=8YFLogxK
U2 - 10.1021/ol2006727
DO - 10.1021/ol2006727
M3 - Article
C2 - 21473644
AN - SCOPUS:79955617232
VL - 13
SP - 2430
EP - 2432
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 9
ER -