Details
| Original language | English |
|---|---|
| Pages (from-to) | 8722-8726 |
| Number of pages | 5 |
| Journal | Organic letters |
| Volume | 23 |
| Issue number | 22 |
| Early online date | 5 Nov 2021 |
| Publication status | Published - 19 Nov 2021 |
Abstract
A bisvinylogous Mukaiyama aldol reaction using oxazaborolidinones as a source of chirality was developed. This methodology allows the fast assembly of conjugated dienols by expanding the vinylogy principle by two additional carbons, and can be conducted using a readily available Lewis acid at reasonable reaction times. A broad range of aromatic and aliphatic aldehydes can be used providing access to complex building blocks for polyketide synthesis.
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. 23, No. 22, 19.11.2021, p. 8722-8726.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Oxazaborolidinone-Mediated Asymmetric Bisvinylogous Mukaiyama Aldol Reaction
AU - Eggert, Alina
AU - Etling, Christoph
AU - Millbrodt, Lucas
AU - Schulz, Göran
AU - Kalesse, Markus
N1 - Funding Information: We thank the Hanover School for Biomolecular Drug Research (HSBDR) for the financial support of L.M. We thank the NMR department, Leibniz University Hannover, Germany (Monika Rettstadt, Dagmar Körtje, Dr. Jörg Fohrer) for assistance with F- and B-NMR spectra. 19 11
PY - 2021/11/19
Y1 - 2021/11/19
N2 - A bisvinylogous Mukaiyama aldol reaction using oxazaborolidinones as a source of chirality was developed. This methodology allows the fast assembly of conjugated dienols by expanding the vinylogy principle by two additional carbons, and can be conducted using a readily available Lewis acid at reasonable reaction times. A broad range of aromatic and aliphatic aldehydes can be used providing access to complex building blocks for polyketide synthesis.
AB - A bisvinylogous Mukaiyama aldol reaction using oxazaborolidinones as a source of chirality was developed. This methodology allows the fast assembly of conjugated dienols by expanding the vinylogy principle by two additional carbons, and can be conducted using a readily available Lewis acid at reasonable reaction times. A broad range of aromatic and aliphatic aldehydes can be used providing access to complex building blocks for polyketide synthesis.
UR - http://www.scopus.com/inward/record.url?scp=85119127822&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.1c03165
DO - 10.1021/acs.orglett.1c03165
M3 - Article
AN - SCOPUS:85119127822
VL - 23
SP - 8722
EP - 8726
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 22
ER -