Mitsunobu tetrazole_3
Inversion of stereochemistry. Reaction not regioselective: alternative product is substituted at the N at position 2 instead of 1.
SMARTS: [C;H1&$(C([#6])[#6]),H2&$(C[#6]):1][OH1].[#7:2]1~[#7:3]~[#7H1:4]~[#7:5]~[#6:6]~1>>[C:1][#7H0:2]1:[#7:3]:[#7H0:4]:[#7:5]:[#6:6]:1
Conditions
Reactant 1: alcohol.
Reactant 2: tetrazole.
R1: ph, alkyl. R2: H, alkyl.
References
Mitsunobu, O.; Yamada, M.; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1967, 40, 935–939.
Mitsunobu, O.; Yamada, M. Bull. Chem. Soc. Jpn. 1967, 40, 2380–2382.
Other sources
Organic chemistry
Wikipedia