Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 18, Issue 8, Pages 2440-2444Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201102909
Keywords
alkynylation; asymmetric catalysis; enantioselectivity; nucleophilic addition; propargylic amines
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Funding
- Ministerio de Ciencia e Innovacion
- FEDER [CTQ2009-13083]
- Generalitat Valenciana [ACOMP/2011/267]
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Chiral nonracemic N-Cbz-protected propargylic amines have been prepared by the addition of terminal alkynes to imines generated in situ from alpha-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 a-amido sulfones and alkynes.
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