カルベノイドの転位反応を活用するカルボニル化合物の増炭素法と最近の展開

Abstract

One-carbon homologation or elongation of carbonyl compounds utilizing the rearrangement of carbenes or carbenoids as the key reaction is described. In the first chapter, one-carbon elongation of ketones and aldehydes, including one-carbon ring-expansion of cyclic ketones, by using dibromomethyllithium or lithium α-sulfinyl carbanion of 1-chloroalkyl p-tolyl sulfoxides as one-carbon homologating agents is discussed. The synthetic method for α-halo, α-sulfanyl, and α-sulfinyl carbonyl compounds from ketones and aldehydes with one-carbon elongation is summarized in the second chapter. In the third chapter, one-carbon elongation of carboxylic acids, esters, and acid chlorides to carboxylic acids and their derivatives by using dibromomethyllithium and lithium α-sulfinyl carbanion of chloromethyl p-tolyl sulfoxide as one-carbon homologating agents is discussed.