Stereochemistry of 1, 4-addition of nucleophiles to ethyl cyclohexylidenecyanoacetates

D Nasipuri, A Sarkar, SK Konar

Index: Nasipuri, Dhanonjoy; Sarkar, Ashis; Konar, Samir K. Journal of Organic Chemistry, 1982 , vol. 47, # 15 p. 2840 - 2845

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Citation Number: 11

Abstract

The stereochemistry of 1, Caddition of several nucleophiles such as cyanide, sodium borohydride, and methylmagnesium iodide to three substituted ethyl cyclohexylidenecyanoacetates (1-3) has been determined. A higher preference for equatorial attack is observed in these compounds than in related cyclohexanones, which is considerably diminished by the use of aprotic polar eolvents. The results do not show any ...