Catalytic Enantioselective Reaction of Allenylnitriles with Imines Using Chiral Bis(imidazoline)s Palladium(II) Pincer Complexes. Issue 30 (19th June 2017)

• Record Type: Journal Article
• Authors: Kondo, Masaru; Omori, Masashi; Hatanaka, Tsubasa; Funahashi, Yasuhiro; Nakamura, Shuichi
• Is Part Of: Angewandte Chemie international edition. Volume 56:Issue 30(2017)
• Page Start: 8677
• Page End: 8680
• Publication Date: 2017-06-19
• Subjects: allenyl compounds -- asymmetric synthesis -- Lewis acids -- pincer complex; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201702429
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: The first highly enantioselective reaction of allenylnitriles with imines has been developed. Excellent yields and enantioselectivities were observed for the reaction with various imines using chiral Phebim‐Pd II complexes. This process offers a simple and efficient synthetic route for various functionalized α‐vinylidene‐β‐aminonitriles and their derivatives. Abstract : Getting a grip on allenyles : The first highly enantioselective reaction of allenylnitriles with imines has been developed (see scheme; SES=silylethanesulfonyl). Excellent yields and enantioselectivities were observed for the reaction with various imines using chiral Phebim–Pd II complexes. This process offers a simple and efficient synthetic route for various functionalized α‐vinylidene‐β‐aminonitriles and their derivatives.