Details
| Original language | English |
|---|---|
| Pages (from-to) | 1269-1271 |
| Number of pages | 3 |
| Journal | Tetrahedron letters |
| Volume | 42 |
| Issue number | 7 |
| Publication status | Published - 12 Feb 2001 |
Abstract
The first vinylogous Mukaiyama aldol reactions with tris(pentafluorophenyl)borane and triphenylborane are described. Both Lewis acids diastereoselectively generate the C19-C21 all-syn stereo triad of ratjadone, and in the case of tris(pentafluorophenyl)borane the reaction proceeds with substoichiometric amounts.
Keywords
- Polyketide synthesis, Ratjadone, Vinylogous Mukaiyama aldol reaction
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Chemistry(all)
- Organic Chemistry
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In: Tetrahedron letters, Vol. 42, No. 7, 12.02.2001, p. 1269-1271.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Vinylogous Mukaiyama aldol reactions with triarylboranes
AU - Christmann, Mathias
AU - Kalesse, Markus
N1 - Funding Information: This work was supported by the Deutsche Forschungsgemeinschaft, the Volkswagenstiftung (Meeresbiotechnologie) and the Fonds der Chemischen Industrie.
PY - 2001/2/12
Y1 - 2001/2/12
N2 - The first vinylogous Mukaiyama aldol reactions with tris(pentafluorophenyl)borane and triphenylborane are described. Both Lewis acids diastereoselectively generate the C19-C21 all-syn stereo triad of ratjadone, and in the case of tris(pentafluorophenyl)borane the reaction proceeds with substoichiometric amounts.
AB - The first vinylogous Mukaiyama aldol reactions with tris(pentafluorophenyl)borane and triphenylborane are described. Both Lewis acids diastereoselectively generate the C19-C21 all-syn stereo triad of ratjadone, and in the case of tris(pentafluorophenyl)borane the reaction proceeds with substoichiometric amounts.
KW - Polyketide synthesis
KW - Ratjadone
KW - Vinylogous Mukaiyama aldol reaction
UR - http://www.scopus.com/inward/record.url?scp=0035847523&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(00)02254-1
DO - 10.1016/S0040-4039(00)02254-1
M3 - Article
AN - SCOPUS:0035847523
VL - 42
SP - 1269
EP - 1271
JO - Tetrahedron letters
JF - Tetrahedron letters
SN - 0040-4039
IS - 7
ER -