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30.5.4.1.4 Method 4: Alkylselanylation of N,N-Acetals

DOI: 10.1055/sos-SD-030-00466

Murai, T.; Yoshimatsu, M.Science of Synthesis, (200730633.

The benzotriazolyl group is used as a good leaving group in the reaction of N,N-acetals with (alkylselanyl)samarium reagents leading to Se,N-acetals 74 (Scheme 43).[‌132‌] (Alkylselanyl)samarium reagents are generated by the reduction of dialkyl diselenides with samarium(II) iodide. Se,N-Acetals 74, in which the hydrogen atom is attached to the nitrogen atom, are obtained using this method, although they are easily decomposed on exposure to air.

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