利用一價銠金屬催化有機硼酸及二烯炔衍生物進行不對稱骨牌芳基環化反應

Abstract

本論文中主要探討利用一價銠金屬與掌性雙環[2.2.1]雙烯配基L5a所生成之掌性催化劑，催化芳香基硼酸試劑7對二烯炔之衍生物21進行不對稱骨牌環化反應(Enantioselective domino reaction)，生成具有兩個掌性中心之環化產物24，其中鏡像選擇性最高達到＞99.5%，產率最高達到92%。 預期利用合環產物24中環己二烯(Cyclohexadiene)之結構作為共軛雙烯體，與親二烯體(Dienophiles)進行狄耳士-阿德爾反應(Diels-Alder reaction)生成環加成產物63 以及環加成產物64。

This thesis describes the enantioselective domino reaction of starting material 21 with arylboronic acid 7 in the presense of a Rh(I)-catalyst consisting chiral diene ligand L5a. The chiral adducts 24 were obtained in up to 92% yield and with up to >99.5% ee. The chiral 1,3-cyclohexadienes 24 was predicted with acylnitroso to afford cycloadducts 63 and 64.