Tetrahedron letters

Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolate anions

MJ Dabdoub, TM Cassol, ACF Batista

Index: Dabdoub, Miguel J.; Cassol, Tania M.; Batista, Antonio C. F. Tetrahedron Letters, 1996 , vol. 37, # 50 p. 9005 - 9008

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Citation Number: 18

Abstract

Performing the reaction of C 6 H 5 Se) 2 with DIBAL-H under reflux for 24 hours, in the absence of the acetylene, a mixture of C 6 H 5 Se) 2 and C 6 H 5 Se i C 4 H 9 was formed at the 70:30 ratio as determined by gas chromatography. ... Excess of acetylene used can be recovered after work-up by distillation under reduced pressure. ... For entries 4–7 triethylaluminum (18.0 mmol, 9.0 mL, 2.0 M in toluene) was added to the freshly distilled acetylene containing ...