Preparation and use of chiral (Z)-enol ethers in asymmetric bradsher cycloaddition
1996; Elsevier BV; Volume: 37; Issue: 39 Linguagem: Inglês
10.1016/0040-4039(96)01540-7
ISSN1873-3581
AutoresOlivia Sageot, D. MONTEUX, Yves Langlois, C. Riche, A. Chiaroni,
Tópico(s)Synthesis and Biological Activity
ResumoChiral (Z)-enol ethers 7a-7p have been prepared in two steps. Bradsher cycloaddition between such compounds and 2,7-naphthyridinium salt 4b in water or in ter-butanol-water afforded, in some cases with good yield and diastereoselectivity, highly functionalized isoquinoline derivatives, potential intermediates in Manzamine A 1 total synthesis. X-Ray analysis secured the direction of asymmetric induction with enol ether 7l.
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