From: J. Aires de Sousa (jas$##$mail.fct.unl.pt)
Date: Thu Jul 01 1999 - 04:33:50 EDT
> ... Then, I made AcO-NH-Cbz by mixing the
>HO-NH-Cbz produced with Acetyl chloride in THF, and added dropwise a
>solution of NaOH 1N. The product seems clean on H NMR, but the next
>step (Michael add.) doesn't work.
> If you some ideas, or if you've seen papers about my problem, tell me.
What do you mean by "Michael add. doesn't work" ? No reaction or unexpected
product ?
In our group there was a similar problem some years ago. The reaction of
hydroxamic acid with an electron-deficient olefin in the presence of a base
yields the aziridine instead of the Michael adduct (J. Chem. Soc. Chem.
Comm. 1993, 38-40 and Tetrahedron Lett. 1996, 37, 3183-3186).
_____
Joao Aires de Sousa, Ph.D.
Dep. de Quimica, Fac. Ciencias e Tecnologia, Univ. Nova de Lisboa, 2825 -
114 Caparica, Portugal, Fax: +351 1 2948550, email: jas$##$mail.fct.unl.pt
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