55232-23-0Relevant academic research and scientific papers
Asymmetric Synthesis of 2-Substituted Butyrolactones and Valerolactones
Meyers, A. I.,Yamamoto, Yukio,Mihelich, Edward D.,Bell, Richard A.
, p. 2792 - 2796 (1980)
The use of chiral oxazolines 1, 2, 5, and 8 under asymmetrically induced alkylation conditions gave α-substituted oxazolines 3, 6, 9, and 13 which were hydrolyzed to α-substituted butyro- and valerolactones 4 and 11.Either enantiomer of the lactones could be prepared in predictable absolute configuration by reversing the order of alkyl group introduction.The lactones were prepared in 60-86 percent enantiomeric excess which was determined by either chemical correlation or high-pressure liquid chromatography of the diastereomers 10.
