Tetrahedron Letters p. 3557 - 3558 (1991)
Update date:2022-07-29
Topics:
Fukase, Koichi
Hashida, Manabu
Kusumoto, Shoichi
The 4-azidobenzyl ether can be readily formed and cleaved either by direct oxidation with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) or by oxidation after conversion to the 4-aminobenzyl ether or the corresponding iminophosphorane derivative.In the latter two-step cleavage methods the azidobenzyl group is removed in preference to the 4-methoxybenzyl (MPM) group, whereas the MPM group can be selectively removed by the direct DDQ oxidation.
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