Reacción #1054971

Ecuación de reacción

4-methylmorpholine N-oxide

(1S,4R)-4-(tert-butyldimethylsilanyloxy)cyclopent-2-enol

→

above titled compound

Rendimiento 86.0%

(R)-4-(tert-Butyldimethylsilanyloxy)cyclopent-2-enone

Rendimiento 86.0%

Disolventes

CH2Cl2

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared
2. 2
   ConcentraciónThe filtrate was concentrated in vacuo

Procedimiento

Tetrapropylammonium perruthenate (9.4 mg, 0.027 mmol) was added to a mixture of (1S,4R)-4-(tert-butyldimethylsilanyloxy)cyclopent-2-enol prepared, according to Tetrahedron Letters, Vol. 37, No. 18, 1996, pp. 3083-6, (118.6 mg, 0.54 mmol), 4-methylmorpholine N-oxide (94.9 mg, 0.81 mmol) and crushed 4Å sieves (270 mg) in CH2Cl2 (10 mL). The mixture was stirred for 30 min and was passed through a plug of silica gel with CH2Cl2. The filtrate was concentrated in vacuo to give 100 mg (86%) of the above titled compound.

Fuente