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. Author manuscript; available in PMC: 2008 Jun 19.
Published in final edited form as: Org Biomol Chem. 2004 Mar 31;2(9):1315–1329. doi: 10.1039/b316502g

Table 1.

Selected examples of a vanadium-catalyzed SOS reaction a

graphic file with name nihms50130f11.jpg

Entry R R′ R″ Yield b
a c −C6H13 H H 70%
b graphic file with name nihms50130t1.jpg H H 75%
c graphic file with name nihms50130t2.jpg H H 84%
dd graphic file with name nihms50130t3.jpg H H 66%
e graphic file with name nihms50130t4.jpg H H 65%
f graphic file with name nihms50130t5.jpg H CH3 70%
g H −C6H13 H 89%
hd H graphic file with name nihms50130t6.jpg H 86%
a

All reactions unless otherwise noted were performed at 0.3 M concentration of substrate using 1.2 eq. tributylphosphine to quench the selenenate intermediate.

b

All yields are isolated yields after chromatography over silica gel.

c

This reaction was quenched with triphenyl-phosphine.

d

t-Butyl hydroperoxide was substituted for cumene hydroperoxide to simplify purification.