Details
| Original language | English |
|---|---|
| Pages (from-to) | 3561-3564 |
| Number of pages | 4 |
| Journal | Organic letters |
| Volume | 3 |
| Issue number | 22 |
| Publication status | Published - 1 Nov 2001 |
Abstract
(matrix presented) The use of the Z-configured vinylogous silyl ketene acetals in Mukaiyama aldol reactions is described, Isopropyl alcohol as scavanger and the use of tris(pentafluorophenyl)borane as the Lewis acid are required for obtaining the γ-alkylated syn-product selectively. In cases of α-chiral aldehydes, Felkin-Anh selectivity was observed.
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. 3, No. 22, 01.11.2001, p. 3561-3564.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Rapid access to polyketide scaffolds via vinylogous Mukaiyama aldol reactions
AU - Hassfeld, Jorma
AU - Christmann, Mathias
AU - Kalesse, Markus
PY - 2001/11/1
Y1 - 2001/11/1
N2 - (matrix presented) The use of the Z-configured vinylogous silyl ketene acetals in Mukaiyama aldol reactions is described, Isopropyl alcohol as scavanger and the use of tris(pentafluorophenyl)borane as the Lewis acid are required for obtaining the γ-alkylated syn-product selectively. In cases of α-chiral aldehydes, Felkin-Anh selectivity was observed.
AB - (matrix presented) The use of the Z-configured vinylogous silyl ketene acetals in Mukaiyama aldol reactions is described, Isopropyl alcohol as scavanger and the use of tris(pentafluorophenyl)borane as the Lewis acid are required for obtaining the γ-alkylated syn-product selectively. In cases of α-chiral aldehydes, Felkin-Anh selectivity was observed.
UR - http://www.scopus.com/inward/record.url?scp=0035515483&partnerID=8YFLogxK
U2 - 10.1021/ol016677o
DO - 10.1021/ol016677o
M3 - Article
C2 - 11678708
AN - SCOPUS:0035515483
VL - 3
SP - 3561
EP - 3564
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 22
ER -