Abstract
Disubstituted α-hydroxy acids have been synthesized by metal-catalyzed silylene transfer to α-keto esters. A range of substituents are tolerated in the transformation with the exception of branched groups at the vinylic position. The α-hydroxy acid products can be converted into γ-lactones using a variety of lactonization conditions.
Original language | English (US) |
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Pages (from-to) | 6447-6453 |
Number of pages | 7 |
Journal | Tetrahedron |
Volume | 65 |
Issue number | 33 |
DOIs | |
State | Published - Aug 15 2009 |
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ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Silylene transfer to α-keto esters and application to the synthesis of γ-lactones. / Howard, Brett E.; Woerpel, Keith.
In: Tetrahedron, Vol. 65, No. 33, 15.08.2009, p. 6447-6453.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Silylene transfer to α-keto esters and application to the synthesis of γ-lactones
AU - Howard, Brett E.
AU - Woerpel, Keith
PY - 2009/8/15
Y1 - 2009/8/15
N2 - Disubstituted α-hydroxy acids have been synthesized by metal-catalyzed silylene transfer to α-keto esters. A range of substituents are tolerated in the transformation with the exception of branched groups at the vinylic position. The α-hydroxy acid products can be converted into γ-lactones using a variety of lactonization conditions.
AB - Disubstituted α-hydroxy acids have been synthesized by metal-catalyzed silylene transfer to α-keto esters. A range of substituents are tolerated in the transformation with the exception of branched groups at the vinylic position. The α-hydroxy acid products can be converted into γ-lactones using a variety of lactonization conditions.
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UR - http://www.scopus.com/inward/citedby.url?scp=67650269821&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2009.05.066
DO - 10.1016/j.tet.2009.05.066
M3 - Article
AN - SCOPUS:67650269821
VL - 65
SP - 6447
EP - 6453
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 33
ER -