Organocatalytic Regio‐ and Enantioselective N‐Alkylation of Isoxazol‐5‐ones. Issue 48 (22nd December 2021)

• Record Type: Journal Article
• Authors: Liu, Meiwen; Qian, Chenxiao; Li, Pengfei
• Is Part Of: European journal of organic chemistry. Issue 48(2021)
• Page Start: 6777
• Page End: 6780
• Publication Date: 2021-12-22
• Subjects: N, N-Acetal -- Alkynylimine -- Isoxazolone -- Organocatalysis -- Propargyl alcohol; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202101415
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A chiral phosphoric acid catalyzed regio‐ and enantioselective reaction between 1‐acylamino‐3‐arylprop‐2‐yn‐1‐ols and isoxazol‐5‐ones has been developed for the first time. With the established protocol, N ‐alkylation of isoxazol‐5‐ones was achieved, affording enantioenriched N, N ‐acetals in 74–99 % yield with 72–88 % ee. Abstract : The enantioselective N ‐alkylation of isoxazol‐5(4 H )‐ones were established through chiral phosphoric acid catalyzed reactions of 1‐acylamino‐3‐arylprop‐2‐yn‐1‐ols.