Correlation between optical rotation sign and conformation of γ-butyrolactones. An empirical correlation rule to predict optical activity and stereochemistry of γ-butyrolactones

✍ Scribed by Fu-An Kang; Cheng-Lie Yin

• Book ID: 104208879
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 602 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00817-5

✦ Synopsis

A series of trans-4,5-disubstituted-y-buty~iactones are found to adopt different conformations by aH NMR spectroscopy, whose optical rotation signs are found to depend on the conformations they assume. An empirical correlation rule is proposed for the prediction of optical activity and stereochemistry of 7-butyrolactones, which is confirmed by the X-ray analyses of (+)-and (-)-'&butyrolactones.