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Zinc-mediated radical reaction of glyoxylic oxime ether and hydrazone in aqueous media: asymmetric synthesis of α-amino acids

✍ Scribed by Masafumi Ueda; Hideto Miyabe; Azusa Nishimura; Hisako Sugino; Takeaki Naito

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 130 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00529-9

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✦ Synopsis

Alkyl radical addition to glyoxylic oxime ether and hydrazone in aqueous media was studied using zinc dust as a radical initiator. The zinc-mediated radical reaction of the hydrazone bearing a chiral camphorsultam provided the corresponding alkylated products with good diastereoselectivities, which could be converted into enantiomerically pure a-amino acids.

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