Conjugate addition of amidoalkyl zinc-copper reagents to a propyne iminium triflate

[摘要]：Zinc-copper reagents of the type IZnCu(CN)-(CH2)(n)-(NRR2)-R-1, obtained from N-(2-iodoethyl)phthalimide, N-(2-iodopropyl)phthalimide, and N-(2-iodoethyl)benzamide, undergo conjugate addition to propyne iminium triflate 1. After hydrolytic workup, the beta-amidoalkyl-alpha,beta-unsaturated ketones 6a,b and 9 are obtained in moderate yield. The iodoalanine derived zinc-copper reagent IZnCu(CN)-Boc-L-Ala-OBn (11) reacts with 1 analogously and furnishes after hydrolytic work-up both N-Boc-alpha-amino acid ester 12 and 5-aminocyclopent-2-en-1-one 13.

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