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Asymmetric Alkynylation of β‐Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes
Author(s) -
Companys Simon,
Peixoto Philippe A.,
Bosset Cyril,
Chassaing Stefan,
Miqueu Karinne,
Sotiropoulos JeanMarc,
Pouységu Laurent,
Quideau Stéphane
Publication year - 2017
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.201703238
Subject(s) - alkynylation , reagent , enantioselective synthesis , enantiomer , enantiomeric excess , chemistry , combinatorial chemistry , organic chemistry , catalysis
The preparation of new chiral biphenylic λ 3 ‐iodane reagents bearing transferable alkynyl ligands is described. These reagents transfer their carbon‐based ligands onto β‐ketoesters with an enantiomeric excess ( ee ) up to 68 %, and most remarkably, enable the dearomative alkynylation of naphthols in good to high yields up to 84 % ee .