Russian Chemical Bulletin

, Volume 54, Issue 4, pp 1046–1047 | Cite as

Stereochemistry of ketone olefination with methyl trimethylsilylacetate

  • N. Ya. Grigorieva


High (Z)-stereoselectivity of olefination of methyl α-phenylthioalkyl and methyl α-phenylthioalkenyl ketones with methyl trimethylsilylacetate decreases in the case of ketones containing a higher alkyl-substituent in place of the methyl group.

Key words

(Z)-stereoselective olefination of ketones sulfides methyl 7-methyl-3-propyl-4-(phenylthio)deca-2(Z),6(Z)- and 7-methyl-3-propyl-4-(phenylthio)deca-2(E),6(Z)-dienoates 8-methyl-5-(phenylthio)undec-7(Z)-en-4-ol 


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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • N. Ya. Grigorieva
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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