Pyran Annulation: Asymmetric Synthesis of 2,6-Disubstituted-4-methylene Tetrahydropyrans
2002; American Chemical Society; Volume: 4; Issue: 7 Linguagem: Inglês
10.1021/ol025645d
ISSN1523-7060
AutoresGary E. Keck, Jonathan A. Covel, Tobias Schiff, Tao Yu,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoA reaction process for the asymmetric construction of a variety of cis or trans disubstituted pyrans is described. This sequences allows for the asymmetric convergent union of two aldehydes with silyl-stannane reagent 1 in a two-step process: catalytic asymmetric allylation of the first aldehyde using 1 with a BITIP catalyst, followed by reaction of the alcohol so obtained with a second aldehyde and TMSOTf.
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