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Name Nakamura Hiroshi
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Title

A novel feature in phenyliodine diacetate oxidation 

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Summary

Phenyliodine diacetae (PIDA) oxidn. of N-benzyl-N-(benzyloxycarbonyl)tyrosine followed by quenching with aq. sodium chloride or bromide soln. gave the corresponding dihalocyclohexadienone lactones I [R = Cl, Br; R1 = N(CH2Ph)CO2CH2Ph].  With p-hydroxydihydrocinnamic acid similar PIDA oxidn. was obsd. to give I (R = Cl, Br; R1 = H).  A plausible mechanism for the reaction is also described.
(1992), 33(43), 6491-4

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Tetrahedron Letters

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1992/11

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International Journal

 

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