多成份阿爾發麥可親核共軛加成反應之探討

Abstract

親核共軛加成反應是親核反應相當特別的一種反應形式，在合成有機化學領域扮演相 當重要的角色。相當多數的化合物結構需要經由此一類型反應建立。依據親核子的加 成位置，親核共軛加成反應可以再分為αヽβ (1,4-加成)ヽδ (1,6-加成)及1,8-加成的 共軛加成型式。在這些的加成型式反應中，α共軛加成型式相當少見。本計劃將探討四 種的親核共軛加成受體與膦ヽ胺及碳親核子的反應活性，經由反應的產物分子結構分 析，親核共軛加成的位置可清楚的解析。

Nucleophilic conjugate addition is an unique type of nucleophilic additions that plays an important role in the synthetic organic chemistry. Numerous useful organic compounds can be prepared through this type of conjugate addition reactions. Depending on the positions which nucleophiles attack on the acceptors, the nucleophilic conjugate additions can be regioselectively subdivided into α, β (1,4-addition), δ (1,6-addition) and 1,8-addition patterns. Among all the addition patterns, however, α-addition pattern is quite rare. In this project, we would like to develop several acceptors that would take nucleophiles at α-positions. We will develop large-scale syntheses of the proposed nucleophilic conjugate addition acceptors and evaluate their reactivities with phosphines, amines and carbo nucleophiles. Through identifications of the reaction products, the regioselectivity of the proposed alpha or anti-Michael reactions will be revealed.