Hosomi-Sakurai Reaction

Schematic representation of the Hosomi-Sakurai Reaction.
Mechanism of the Hosomi-Sakurai Reaction
Mechanism of the Hosomi-Sakurai Reaction
Sample reactions
intermediate structure intermediate structure
NaBH3CN, (CF3CO)2O
MeCN
0 °C to RT, 2.5 h, 66%
intermediate structure
intermediate structure
BF3.OEt2, AllylTMS
CH2Cl2
0 °C, 60 min, 72%
intermediate structure
intermediate structure intermediate structure
ZnI2
EtOH
60 °C, , 82%
intermediate structure
intermediate structure intermediate structure
TiCl4
CH2Cl2
71%
intermediate structure
intermediate structure
TiCl4
CH2Cl2
-78 °C, 60 min, 72%
intermediate structure
intermediate structure
ZnCl2
CHCl3
Reflux, 30 min, 93%
intermediate structure