Open AccessBisulfite Addition Compounds as Substrates for Reductive Aminations in Water
Author(s) -
Xiaohan Li,
Karthik Iyer,
Ruchita R. Thakore,
David K. Leahy,
J. Daniel Bailey,
Bruce H. Lipshutz
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c02604
Subject(s) - chemistry , bisulfite , aqueous solution , catalysis , combinatorial chemistry , hydride , aqueous medium , stoichiometry , organic chemistry , hydrogen , biochemistry , gene expression , dna methylation , gene
Highly valued products resulting from reductive aminations utilizing shelf-stable bisulfite addition compounds of aldehydes can be made under aqueous micellar catalysis conditions. Readily available α-picolineborane serves as the stoichiometric hydride source. Recycling of the aqueous reaction medium is easily accomplished, and several applications to targets in the pharmaceutical industry are documented.