利用一價銠金屬催化芳基硼酸對3號位具酯基之香豆素化合物進行不對稱1,4-加成反應

Abstract

摘要 本論文敘述利用掌性雙環 [2.2.1] 雙烯配體L5a與一價銠金屬形成之催化劑催化芳基硼酸7與三號位具酯基取代之香豆素化合物24進行不對稱1,4-加成反應。此加成反應產生9−99%產率，鏡像超越值7−99%的加成產物25。此方法可以用於合成抗利尿藥物 (R)–Tolterodine (14)Abstract This thesis describes an asymmetric 1,4-conjugated addition reaction of arylboronic acids 7 to various coumarin-3-carboxylic esters 24 in the presence of 3.0 mol % Rh(Ⅰ)-catalyst consisting of chiral diene ligand L5a, affording adducts 25 in up to 99% yield, d.r > 20:1 and 99% ee. This asymmetric transformation demonstrates its usefulness in the synthesis of an anti-diuretic drug, (R)–Tolterodine (14)