Enantioselective decarboxylative Mannich reaction of β-keto acids with C-alkynyl N-Boc N,O-acetals: access to chiral β-keto propargylamines

Autor:	Zhong-Wen Sun, Bao-Chun Shen, Wei Li, Li-Jun Chen, Hui-Ding Xie, Cong-Cong Zhang
Rok vydání:	2021
Předmět:	chemistry.chemical_compound Chemistry Organic Chemistry Imine Enantioselective synthesis Physical and Theoretical Chemistry Biochemistry Combinatorial chemistry Mannich reaction
Zdroj:	Organic & Biomolecular Chemistry. 19:8607-8612
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d1ob01555a
Popis:	The chiral keto-substituted propargylamines are an essential class of multifunctional compounds in the field of organic and pharmaceutical synthesis and have attracted considerable attention, but the related synthetic approaches remain limited. Therefore, a concise and efficient method for the enantioselective synthesis of β-keto propargylamines via chiral phosphoric acid-catalyzed asymmetric Mannich reaction between β-keto acids and C-alkynyl N-Boc N,O-acetals as easily available C-alkynyl imine precursors has been demonstrated here, affording a broad scope of β-keto N-Boc-propargylamines in high yields (up to 97%) with generally high enantioselectivities (up to 97 : 3 er).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::44af4f9641c10dec4f3edd5f88bdceaa https://doi.org/10.1039/d1ob01555a Zobrazit plný text záznamu