Novel method for the synthesis of chiral 4-aryl-γ-butyrolactones via cascade asymmetric epoxidation-ring expansion-Baeyer-Villiger reaction of cyclopropylidene derivatives

Heterocycles

Volumn 50, Issue 2, 1999, Pages 673-675

  Yoshida, Masahiro ^a   Ismail, Mohamed Abdel Hamid ^a   Nemoto, Hideo ^a   Ihara, Masataka ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

4 ARYL GAMMA BUTYROLACTONE; CYCLOPROPYLIDENE DERIVATIVE; FRUCTOSE; LACTONE; PROPANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; ENANTIOMER; EPOXIDATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; RACEMIC MIXTURE; SYNTHESIS;

EID: 0033117424     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-98-s(h)99     Document Type: Article

References (7)

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3. M. A. Ogliaruso and J. F. Wolfe, 'Synthesis of Lactones and Lactams,' ed. by S. Patai and Z. Rappoport, Wiley, Chichester, 1993.
4. Z.-X. Wang, Y. Tu, M. Frohn, J.-R. Zhang, and Y. Shi, J. Am. Chem. Soc., 1997, 119, 11224.
5. D. Yang, M.-K. Wong, and Y.-C. Yip, J. Org. Chem., 1995, 60, 3887.
6. Desired lactones were produced more effectively at a higher pH > 10 than at a lower pH 7-8.
7. H. Nemoto, M. Yoshida, K. Fukumoto, and M. Ihara, submitted.