Table 1.
Entry | R | R′ | R″ | Yield b |
---|---|---|---|---|
a c | −C6H13 | H | H | 70% |
b | H | H | 75% | |
c | H | H | 84% | |
dd | H | H | 66% | |
e | H | H | 65% | |
f | H | CH3 | 70% | |
g | H | −C6H13 | H | 89% |
hd | H | H | 86% |
All reactions unless otherwise noted were performed at 0.3 M concentration of substrate using 1.2 eq. tributylphosphine to quench the selenenate intermediate.
All yields are isolated yields after chromatography over silica gel.
This reaction was quenched with triphenyl-phosphine.
t-Butyl hydroperoxide was substituted for cumene hydroperoxide to simplify purification.