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Enantioselective Zinc/BINOL‐Catalysed Alkynylation of Aldimines Generated in Situ from α‐Amido Sulfones
Author(s) -
Blay Gonzalo,
Brines Ana,
Monleón Alicia,
Pedro José R.
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102909
Subject(s) - diethylzinc , aldimine , enantioselective synthesis , alkynylation , chemistry , catalysis , in situ , zinc , organic chemistry , combinatorial chemistry
Chiral nonracemic N ‐Cbz‐protected propargylic amines have been prepared by the addition of terminal alkynes to imines generated in situ from α‐amido sulfones in the presence of diethylzinc and BINOL‐type ligands as catalysts. The reactions give good yields and high enantioselectivities ( ee values up to 95 %) for a good number of aromatic and heteroaromatic α‐amido sulfones and alkynes.