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Asymmetric α-Amination Reaction of Alkenoate Cyclic Esters Catalyzed by Chiral Tin Alkoxides
Synlett ( IF 1.7 ) Pub Date : 2019-03-04 , DOI: 10.1055/s-0037-1612278 Akira Yanagisawa 1 , Yoshiki Yamashita , Chika Uchiyama , Ryuta Nakano , Moe Horiguchi , Kazuki Ida
Synlett ( IF 1.7 ) Pub Date : 2019-03-04 , DOI: 10.1055/s-0037-1612278 Akira Yanagisawa 1 , Yoshiki Yamashita , Chika Uchiyama , Ryuta Nakano , Moe Horiguchi , Kazuki Ida
Affiliation
A catalytic enantioselective α-amination reaction of alkenoate cyclic esters with dialkyl azodicarboxylates was achieved by using a 3,3′-di(1-naphthyl)-substituted (R)-BINOL–dibromostannane complex as a chiral precatalyst in the presence of a sodium alkoxide and an alcohol. Optically active α-hydrazino ketones were obtained in moderate to high yields and with up to 91% ee in the presence of the chiral tin alkoxide generated in situ.
中文翻译:
手性锡醇盐催化烯酸环酯的不对称α-胺化反应
通过使用 3,3'-二(1-萘基)-取代的 (R)-BINOL-二溴烷烷配合物作为手性预催化剂,在钠的存在下实现了烯酸酯环酯与偶氮二羧酸二烷基酯的催化对映选择性 α-胺化反应。醇盐和醇。在原位生成的手性醇锡存在下,以中等至高产率获得了光学活性的 α-肼基酮,ee 高达 91%。
更新日期:2019-03-04
中文翻译:
手性锡醇盐催化烯酸环酯的不对称α-胺化反应
通过使用 3,3'-二(1-萘基)-取代的 (R)-BINOL-二溴烷烷配合物作为手性预催化剂,在钠的存在下实现了烯酸酯环酯与偶氮二羧酸二烷基酯的催化对映选择性 α-胺化反应。醇盐和醇。在原位生成的手性醇锡存在下,以中等至高产率获得了光学活性的 α-肼基酮,ee 高达 91%。