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Expeditious, large scale preparation of ethyl (R)-5-methyl-3-oxo octanoate via a cross Claisen reaction between N-acyl oxazolidinone derivatives and the magnesium enolate of potassium ethyl malonate

✍ Scribed by Javier Magano; Thomas N. Nanninga; Derick D. Winkle


Book ID
104095178
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
109 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis


A new and efficient method for the direct conversion of N-acyl oxazolidinones to a b-keto ester is disclosed. The one-pot transformation is effected by the utilization of an excess of Lewis acid along with base and potassium ethyl malonate. This methodology has been applied to the large scale preparation of ethyl (R)-5-methyl-3-oxooctanoate.