当前位置: X-MOL 学术Synlett › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
γ-Selective Vinylogous Aza-Morita–Baylis–Hillman Reaction with N-Carbamoylimines
Synlett ( IF 2 ) Pub Date : 2020-01-16 , DOI: 10.1055/s-0039-1691657
Naruhiro Gondo , Yusuke Tanigaki , Yoshihiro Ueda , Takeo Kawabata

Vinylogous aza-Morita–Baylis–Hillman (aza-MBH) reactions of a vinylcyclopentenone with N-Boc imines provide the corresponding γ-adducts in high regioselectivity (10 examples). While the corresponding reactions with N-Ts imines give the α-adducts and γ-adducts depending on the catalyst, those with N-Boc imines proceed in a γ-selective manner, irrespective of the promoter. The nature of the protecting groups on the nitrogen of the aldimines is found to play a key role in the regiochemical course of vinylogous aza-MBH reactions.

中文翻译:

γ-选择性乙烯基氮杂-森田-Baylis-Hillman 反应与 N-氨基甲酰亚胺

乙烯基环戊烯酮与 N-Boc 亚胺的乙烯基 aza-Morita-Baylis-Hillman (aza-MBH) 反应以高区域选择性提供相应的 γ-加合物(10 个例子)。虽然与 N-Ts 亚胺的相应反应根据催化剂产生 α-加合物和 γ-加合物,但与 N-Boc 亚胺的反应以 γ-选择性方式进行,与助催化剂无关。发现醛亚胺氮上保护基团的性质在乙烯基氮杂-MBH 反应的区域化学过程中起关键作用。
更新日期:2020-01-16
down
wechat
bug