ol6b01844_si_001.pdf (3.4 MB)
N‑Methoxy‑N‑methylcyanoformamide, a Highly Reactive Reagent for the Formation of β‑Keto Weinreb Amides and Unsymmetrical Ketones
journal contribution
posted on 2016-07-19, 12:36 authored by Jeremy Nugent, Brett D. SchwartzA rapid and straightforward synthesis
of the new and highly reactive
reagent N-methoxy-N-methylcyanoformamide
from trimethylsilyl cyanide and N-methoxy-N-methylcarbamoylimidazole, is reported. This reagent enables
the one-pot preparation of β-carbonyl Weinreb amides from lithium
enolates, one-carbon homologated Weinreb amides, and unsymmetrical
ketones in one-pot procedures from various organometallic species.