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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 10
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Original Articles

(1R,5S)-(+)-Nopinone of High Enantiomeric Purity

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Pages 2027-2030 | Received 16 Nov 1995, Published online: 21 Aug 2006

References and Notes

  • Boger , D. L. , Mullican , M. D. , Hellberg , M. R. and Patel , M. J. 1985 . Org. Chem. , 50 : 1904
  • Comyns , A. E. and Lucas , H. J. 1957 . J. Am. Chem. Soc. , 79 : 4339
  • (β-pinene)2•AgClO4 appears to be highly shock sensitive and exhibits extreme exothermic behavior with initiation temperatures below 65 °C. Consequently, a cautionary note is sounded regarding the safety precautions that must be exercised when working with the potentially hazardous complex.
  • Newman , M. S. 1972 . An Advanced Organic Laboratory Course , The Macmillan Company .
  • The highest optical rotation reported for (+)-nopinone of ≥ 99% ee is [α]D 23 +19.11 (neat).6
  • Brown , H. C. , Weissman , S. A. , Perumal , P. T. and Dhokte , U. P. 1990 . J. Org. Chem. , 55 : 1217

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