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2005
Other 5-membered heterocycles
R 0330
A Stereocontrolled Route to Protected Isocyanates from Alcohols. — Dithiazoli(II) provides an excellent isocyanate synthetic equivalent in Mitsunobu-type reac26- 078 dine
tions using a wide variety of alcohols. In the presence of a thiadiazolidine betaine
reagent, compound (II) affords the corresponding N-alkylated products with inversion
of configuration, which is incomplete in some cases. A number of the products are converted, through intermediate isocyanates, into N-protected amines (V), (IX) and (X).
— (CANE-HONEYSETT, D. J.; DOWLE, M. D.; WOOD*, M. E.; Tetrahedron 61
(2005) 8, 2141-2148; Dep. Chem., Univ. Exeter, Exeter, Devon EX4 4QD, UK; Eng.)
— Klein
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