a) A specific example of the Curtius rearrangement of an acyl azide to an isocyanate. b) The anionic intermediate that undergoes rearrangement in the Hofmann rearrangement below. 2 equiv NaOH, „NH2 NH, Br, H20 CO2 c) The iminium ion that is reduced in the in the reductive amination below. d) The Michael addition adduct that is generated in the Robinson annulation below. catalytic NaOCH3, CH;OH H3C + H20 рH 45 A NaBH;CN CH;ÓH

a) A specific example of the Curtius rearrangement of an acyl azide to an isocyanate. b) The anionic intermediate that undergoes rearrangement in the Hofmann rearrangement below. 2 equiv NaOH, „NH2 NH, Br, H20 CO2 c) The iminium ion that is reduced in the in the reductive amination below. d) The Michael addition adduct that is generated in the Robinson annulation below. catalytic NaOCH3, CH;OH H3C + H20 рH 45 A NaBH;CN CH;ÓH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter23: Carbonyl Condensation Reactions

Section23.SE: Something Extra

Problem 45MP

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