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α,β-Diketo nitriles as dielectrophiles. Formation of heterocyclic derivatives of amino acids

✍ Scribed by Harry H Wasserman; Yun Oliver Long; Jonathan Parr

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
192 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reactions of mono Boc-protected amino monocarboxylic acids with phosphoranylideneacetonitrile yield ylido nitriles which on ozonolysis at low temperature form labile a,b-diketo nitriles. These derivatives may be used in situ for reaction with diamines or related dinucleophiles to yield hetero derivatives of interest as unnatural amino acid building blocks.

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