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Preparation of (Cyanomethylene)tributylphosphorane: a new mitsunobu-type reagent.

Chemical & pharmaceutical bulletin (2005-11-08)
Izumi Sakamoto, Takeshi Nishii, Fumie Ozaki, Hiroto Kaku, Masami Tanaka, Tetsuto Tsunoda
RESUMEN

(Cyanomethylene)tributylphosphorane (CMBP), which promoted the alkylation of various nucleophiles (HA) with alcohols (ROH) to give RA (Mitsunobu-type reaction), was prepared in two steps starting from chloroacetonitrile.

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Sigma-Aldrich
(Tributylphosphoranylidene)acetonitrile solution, 1 M in toluene
Sigma-Aldrich
Chloroacetonitrile, 99%