Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5288555 | Tetrahedron Letters | 2006 | 4 Pages |
Abstract
A geometric selective synthesis of (E)-β-iodo and β-alkyl vinyl ketones (MBH amino adducts) has been developed through a three-component Mannich-type reaction. The reaction was conveniently conducted by generating 3-iodo allenolate intermediates via the α,β-unsaturated addition of TMS-I to 3-butyn-2-one followed by a carbonyl addition onto N-aryl imines in the presence of ZrCl4 catalyst. The resulting β-iodo allylic amines can be readily converted into β-alkyl Morita-Baylis-Hillman adducts by performing Suzuki and Kumada cross-couplings.
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Authors
Qingjiang Li, Min Shi, Joshua M. Lyte, Guigen Li,