Organoselenium chemistry. Alkylation of acid, ester, amide, and ketone enolates with bromomethyl benzyl selenide and sulfide. Preparation of selenocysteine …

HJ Reich, CP Jasperse, JM Renga

Index: Reich, Hans J.; Jasperse, Craig P.; Renga, James M. Journal of Organic Chemistry, 1986 , vol. 51, # 15 p. 2981 - 2988

Full Text: HTML

Citation Number: 39

Abstract

Lithium hexamethyldisilazide instead of LDA was used for the deprotonation. This alkylation was carried out in the presence of NaI. These yields were determined by NMR integrations. The compounds were carried on to the more easily purified acetamides 3a and 3b. dBromomethyl phenyl selenide was used for this entry. selenide starting material was used or if the intermediate selenol was distilled. The selenide was stable for extended periods ...