ケテン化学の革新(歴史的に大きな誤りとその解決)

概要

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Ever since the first discovery of ketene and its cycloaddition by Staudinger in an early year of this century, an explosive number of studies on ketene reaction has been devoted to developing the reaction. Neverthless, ketene cycloaddition has long been an important problem in organic chemistry. The problems include the nonrecognition for dienes (4π system) and facile reactivity of forbidden-[2 + 2] cycloaddition for olefins (2π system) and unpredictability of product structures. It is still hard to predict whether a certain set of reactants will be successful or not. Modest structural alterations sometimes nullify the capacity of the reaction. Recently, the author and his coworkers have discovered that ketene reacts across its C=O bond, not the C=C one. Based on the result, they are solving the remaining problems in the chemistry. This review outlines the long history of ketene chemistry and describes the way of how the problems have been tackled.
埼玉大学分析センターの論文