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Bis‐Sulfamyl Imines: Potent Substrates for Asymmetric Additions of Arylboroxines under Rhodium Catalysis
Author(s) -
Crampton Rosemary,
Woodward Simon,
Fox Martin
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000838
Subject(s) - chemistry , rhodium , pyridine , functional group , enantioselective synthesis , nucleophile , catalysis , combinatorial chemistry , aqueous solution , organic chemistry , medicinal chemistry , polymer
Bis‐sulfamyl imines are shown to be potentially ideal substrates for rhodium‐catalysed asymmetric additions of arylboron nucleophiles as they show: (i) near perfect enantioselectivities (11 examples, 98–99+% ee ), (ii) good to excellent diastereoselectivities (10–32:1 rac : meso ), and (iii) high functional group tolerance in removal of the low molecular weight protecting group via mild heating in aqueous pyridine.