吳學亮Wu, Hsyueh-Liang鍾宜庭Chung, Yi-Ting2023-12-082023-08-152023-12-082023https://etds.lib.ntnu.edu.tw/thesis/detail/895df56245083425e9c62c1daecc767d/http://rportal.lib.ntnu.edu.tw/handle/20.500.12235/121025本論文敘述使用一價銠金屬與掌性雙環[2.2.1]雙烯配體L6a所形成的催化劑，催化𝛽-位具有不同取代基的酯化合物54與不同乙腈芳基硼酯24，進行不對稱串聯合環反應。在最優化條件下，生成一系列具有二氫萘胺結構之環化產物55，共有29個例子，具有最高79%的產率與高達99%的鏡像超越值。此外，以鈀金屬對乙醯基產物58aa的亞胺雙鍵進行氫化反應，可生成具有連續三個掌性中心的產物71，產率、鏡像超越值以及非鏡像異構物比例皆有良好的表現(95% yield, 96% ee, d.r.> 20:1)。This thesis describes a highly enantioselective cascade cyclization of 𝛽-substituted ester 54 and arylboronate esters 24 in the presence of a rhodium(I)-catalyst prepared in situ from [RhCl(C2H4)2]2 and the chiral bicyclo[2.2.1]heptadiene ligand L6a. Under the optimal conditions, the annulated products 55 with a dihydronaphthalenamine skeleton were generated in up to 79% yield and 99% ee demonstrated in 29 examples. Further hydrogenation of 58aa generated product 71 with three chiral centers in good yield, enantioselectivity value, and diastereomer ratio (95% yield, 96% ee, d.r.> 20:1).一價銠金屬催化掌性雙環[2.2.1]雙烯配體鏡像選擇性不對稱串聯合環反應乙腈芳基硼酯掌性二氫萘胺化合物rhodium(I)-catalyzedchiral bicyclo[2.2.1]diene ligandsasymmetric cascade cyclizationenantioselectivearylboronic esterchiral dihydronaphthalenamine derivativesetd