銠金屬(I) / 掌性雙烯配體催化二甲基鋅對芳香亞胺進行不對稱加成反應及天然物(S)-Salsolidine的合成應用
Abstract
本論文利用一價銠金屬和掌性雙烯配基 (Ligand E) 所形成之錯合物為催化劑，應用於二甲基鋅對醛亞胺進行不對稱加成反應，合成出一系列具光學活性二級胺產物。
實驗過程中利用二甲基鋅對各種醛亞胺 (aldimine) 進行反應，可以得到不錯的產率和高立體選擇性的加成產物，鏡像超越值最高可達九十九百分比。此合成方法最後也利用在合成天然物(S)-Salsolidine。
α-Chiral amines with Ts- or Ns-protecting groups were prepared from the asymmetric addition of dimethylzinc to N-Tosyl or N-Nosyl aldimines in the presence of Rh(I) and chiral diene ligand E. This process offers the 1,2-adducts in good yields and excellent enantioselectivities (ee value up to 99%) for various aldimines. The synthetic utility of this protocol was demonstrated in the preparation of (S)-Salsolidine.
α-Chiral amines with Ts- or Ns-protecting groups were prepared from the asymmetric addition of dimethylzinc to N-Tosyl or N-Nosyl aldimines in the presence of Rh(I) and chiral diene ligand E. This process offers the 1,2-adducts in good yields and excellent enantioselectivities (ee value up to 99%) for various aldimines. The synthetic utility of this protocol was demonstrated in the preparation of (S)-Salsolidine.
Description
Keywords
不對稱加成反應, Asymmetric Addition