Premium
Enantioselective Reformatsky Reaction of Ketones Catalyzed by Chiral Indolinylmethanol
Author(s) -
Luo Renshi,
Chen MiaoMiao,
Ouyang Lu,
Chan Albert S. C.,
Lu Gui
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000768
Subject(s) - chemistry , enantioselective synthesis , reformatsky reaction , catalysis , nucleophile , iodide , organic chemistry , zinc , ketone , combinatorial chemistry
A reliable and practical Reformatsky reaction of ethyl iodide acetate with ketones for the synthesis of chiral β‐hydroxyl carbonyl compounds in good yields and excellent enantioselectivities is presented. A readily available dihydroindole derivative was used as chiral catalyst, ethyl iodide acetate was the nucleophile, and Me 2 Zn was the zinc source. The presence of air was found to be essential for the efficient construction of new carbon–carbon bonds through a radical pathway.