Details
| Original language | English |
|---|---|
| Pages (from-to) | 10080-10083 |
| Number of pages | 4 |
| Journal | Chemistry - a European journal |
| Volume | 25 |
| Issue number | 43 |
| Early online date | 8 Jul 2019 |
| Publication status | Published - 1 Aug 2019 |
Abstract
A Kiyooka aldol approach for the stereoselective synthesis of tertiary alcohols is presented. This approach allows for the incorporation of different substituents at all three remaining positions at the chiral center bearing the tertiary alcohol. To demonstrate the validity of this approach different chiral alcohols were depicted and the relationship of double bond geometry of the ketene acetal and the diastereoselectivity was established.
Keywords
- aldol reaction, chiral aldehydes, double bond geometry, ketene acetal, structure elucidation
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Chemistry - a European journal, Vol. 25, No. 43, 01.08.2019, p. 10080-10083.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Polyoxygenated Tertiary Alcohols
T2 - A Kiyooka Approach
AU - Lücke, Daniel
AU - Kalesse, Markus
N1 - Funding information: We thankD. Kçrtjeand M. Rettstadtfor NOEmeasurementsaswellas Dr.J.Fohrerfor helpfuldiscussionregardingthe NOEcorrelations. We thankDr.G.Dräger forX-ray analysis.P. Lienigis acknowledgedfor predominant studiesaboutthe Kiyookaaldolreaction withlacticacid derivedaldehydes.
PY - 2019/8/1
Y1 - 2019/8/1
N2 - A Kiyooka aldol approach for the stereoselective synthesis of tertiary alcohols is presented. This approach allows for the incorporation of different substituents at all three remaining positions at the chiral center bearing the tertiary alcohol. To demonstrate the validity of this approach different chiral alcohols were depicted and the relationship of double bond geometry of the ketene acetal and the diastereoselectivity was established.
AB - A Kiyooka aldol approach for the stereoselective synthesis of tertiary alcohols is presented. This approach allows for the incorporation of different substituents at all three remaining positions at the chiral center bearing the tertiary alcohol. To demonstrate the validity of this approach different chiral alcohols were depicted and the relationship of double bond geometry of the ketene acetal and the diastereoselectivity was established.
KW - aldol reaction
KW - chiral aldehydes
KW - double bond geometry
KW - ketene acetal
KW - structure elucidation
UR - http://www.scopus.com/inward/record.url?scp=85068912275&partnerID=8YFLogxK
U2 - 10.1002/chem.201902589
DO - 10.1002/chem.201902589
M3 - Article
C2 - 31173411
AN - SCOPUS:85068912275
VL - 25
SP - 10080
EP - 10083
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 43
ER -