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Highly Diastereo- and Branched-Selective Rearrangement of Substituted N-Alloc-N-Allyl Ynamides via Pd-Auto-Tandem Catalysis

By Matthew Cook and others at
LogoMontana State University
An auto-tandem catalytic, branched-selective rearrangement of substituted N-alloc-N-allyl ynamides was developed. This reaction provides ready access to complex quaternary nitrile products with vinylogous stereocenters in excellent diastereoselectivity, including the formation of contiguous all-carbon quaternary centers. The stereochemical outcome is determined via a Pd(0) catalyzed dipolar ketenimine aza-Claisen rearrangement inside... Show more
April 25, 2022
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