教師資料查詢 | 類別: 期刊論文 | 教師: 謝仁傑 Hsieh, Jen-chieh (瀏覽個人網頁)

標題:Direct Synthesis of Chiral 3-Arylsuccinimides by Rhodium-Catalyzed Enantioselective Conjugate Addition of Arylboronic Acids to Maleimides
學年103
學期2
出版(發表)日期2015/07/27
作品名稱Direct Synthesis of Chiral 3-Arylsuccinimides by Rhodium-Catalyzed Enantioselective Conjugate Addition of Arylboronic Acids to Maleimides
作品名稱(其他語言)
著者謝仁傑
單位
出版者
著錄名稱、卷期、頁數Chemistry 21 (31), p.11050–11055
摘要Chiral rhodium catalysts comprising 2,5-diaryl- substituted bicyclo[2.2.1]diene ligands L1-L10 were utilized in the enantioselective 1,4-addition reaction of arylboronic acids to N-substituted maleimides. In the presence of 2.5 mol % of Rh(I) /L2, enantioenriched conjugate addition adducts were isolated in 72-99 % yields with 86-98 % ee. This protocol offers a convenient method to access a variety of 3-arylsuccinimides in a highly enantioselective manner. Maleimides with readily cleavable N-protecting groups were tolerated enabling the synthesis of useful synthetic intermediates. Pyrrolidine 4, a biologically active compound, and pyrrolidine 5, an ent-precursor to an HSD-1 inhibitor, were synthesized to demonstrate the utility of this method.
關鍵字chiral ligands;conjugate addition;enantioselectivity;pyrrolidine;rhodium
語言英文
ISSN0972-8376
期刊性質國外
收錄於SCI;
產學合作
通訊作者謝仁傑
審稿制度
國別德國
公開徵稿
出版型式,電子版,紙本
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