N‐Boc‐hydroxylamine

Abstract:

(protecting group incorporation has been used to tune and control the ambident nucleophilicity of hydroxylamine.N‐Boc‐hydroxylamine is known to undergo a variety of nucleophilic N‐ and O‐functionalization reactions and is a precursor to tert‐butyloxy–nitroso–carbonyl derivatives that can participate as dienophiles in the hetero‐Diels–Alder reaction, as enophiles in the ene reaction, and as an electrophilic source of nitrogen or oxygen in the nitrosoformate aldol reaction. One of the most commonly used amino protecting groups, the BOC group, is stable under basic conditions and is readily removed under acidic conditions. As such, N‐Boc‐hydroxylamine can be readily incorporated into orthogonal protection strategies for organic synthesis) Alternate Names: N‐tert‐butoxycarbonyl hydroxylamine, tert‐butyl N‐hydroxycarbamate. Form Supplied in: colorless or beige crystalline solid. Preparative Method: N‐Boc …

Año de publicación:

2001

Keywords:

Fuente:

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