Application

No.134
Synthesis of Optically Active α-Arylglycine Derivatives
D3259 (5S)-5,6-Dihydro-6,6-dimethyl-5-phenyl-2H-1,4-oxazin-2-one 1g

Iminolactone 1 is stereoselectively added to various phenols, anilines and arylboronic acids to give an optically active morpholine derivative, like 2. The compound 2 is then subjected to ring-opening, protection and de-protection to give optically active alpha-arylglycine derivative, like 3.

References

Synthesis of optically active α-arylglycine derivatives
S. Tohma, K. Rikimaru, A. Endo, K. Shimamoto, T. Kan, T. Fukuyama, Synthesis, 2004, 909.
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