Christopher J. Moody, Peter T. Gallagher, Andrew P. Lightfoot, Alexandra M. Z. Slawin
Chiral Oxime Ethers in Asymmetric Synthesis. Part 3. Asymmetric Synthesis of (R)-N-Protected α-Amino Acids by the Addition of Organometallic Reagents to the ROPHy Oxime of Cinnamaldehyde.-The new route to α-amino acids (VIII) is based on the highly diastereoselective addition of organolithium reagents to (I), which is easily obtained from cinnamaldehyde and (R)-O-(1-phenylbutyl)hydroxylamine in good yield. The method can be extended to the synthesis of quaternary amino acids, e.g. (XII), using ketoxime ethers…
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