Iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology. Issue 33 (29th July 2019)

• Record Type: Journal Article
• Authors: Xi, Xiaomei; Li, Yongjie; Wang, Guannan; Xu, Guangda; Shang, Lina; Zhang, Yao; Xia, Lixin
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 33(2019)
• Page Start: 7651
• Page End: 7654
• Publication Date: 2019-07-29
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob01417a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An iridium-catalyzed diastereoselective amination of alcohols with chiral tert -butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. Abstract : An iridium-catalyzed diastereoselective amination of alcohols with chiral tert -butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. The removal of the sulfinyl group from sulfonamides allowed a facile access to a wide range of α-chiral primary amines. This synthetic strategy was further applied in the synthesis of the marketed pharmaceuticals ( S )-rivastigmine and NPS R -568.