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γ-Selective Vinylogous Aza-Morita–Baylis–Hillman Reaction with N-Carbamoylimines
Synlett ( IF 1.7 ) Pub Date : 2020-01-03 , DOI: 10.1055/s-0039-1690787 Naruhiro Gondo , Yusuke Tanigaki , Yoshihiro Ueda , Takeo Kawabata 1
Synlett ( IF 1.7 ) Pub Date : 2020-01-03 , DOI: 10.1055/s-0039-1690787 Naruhiro Gondo , Yusuke Tanigaki , Yoshihiro Ueda , Takeo Kawabata 1
Affiliation
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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-选择性长氮的Aza-Morita–Baylis–Hillman反应与N-氨基苯甲酸
乙烯基环戊烯酮与N -Boc亚胺的乙烯基aza-Morita–Baylis–Hillman（aza-MBH）反应可在高区域选择性下提供相应的γ加合物（10个例子）。与N -Ts亚胺的相应反应取决于催化剂而产生α-加合物和γ-加合物，而与N -Boc亚胺的那些反应以γ-选择性方式进行，而与促进剂无关。发现醛亚胺的氮上的保护基的性质在乙烯基类氮杂-MBH反应的区域化学过程中起关键作用。
更新日期：2020-01-04
中文翻译：
γ-选择性长氮的Aza-Morita–Baylis–Hillman反应与N-氨基苯甲酸
乙烯基环戊烯酮与N -Boc亚胺的乙烯基aza-Morita–Baylis–Hillman（aza-MBH）反应可在高区域选择性下提供相应的γ加合物（10个例子）。与N -Ts亚胺的相应反应取决于催化剂而产生α-加合物和γ-加合物，而与N -Boc亚胺的那些反应以γ-选择性方式进行，而与促进剂无关。发现醛亚胺的氮上的保护基的性质在乙烯基类氮杂-MBH反应的区域化学过程中起关键作用。
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