Preparation of cis-and trans-4-tert-butyl-1-phenylphosphorinane and a study of reaction stereochemistry of its derivatives

KL Marsi, JL Jasperse, FM Llort…

Index: Marsi,K.L. et al. Journal of Organic Chemistry, 1977 , vol. 42, # 8 p. 1306 - 1311

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Citation Number: 14

Abstract

I t is surprising to see both tert-butyl salts showing greater reactivity than the unsubstituted salt. However, this may be rationalized on the basis that the transition state for either 3a and 3b in the rate-determining step leading to the oxides shows less crowding, due to the presence of the tert-butyl group, than does the initial salt; ie, the ground-state energy of 3a or 3b is higher than for 15.