Otera's catalyst

Otera's catalyst, named after Japanese chemist Junzo Otera, is an organostannane compound which has been used as a transesterification catalyst.

[2] This class of compounds may be prepared generally by the reaction of an organotin halide and oxide:[3] In particular, the thiocyanate compound was prepared by the reaction of dibutyltin oxide with dibutyltin diisothiocyanate.

[4][5] In this application, the reaction occurs via the displacement of the bridging isothiocyanate ligands with the incoming alcohol to form an alcohol-bridged active catalyst.

Tin acts as the Lewis acid, and gives the transesterified product.

[2][3] The reaction must be performed in nonpolar solvents in order to colocate the acid and alcohol at the catalytic center.

Skeletal formula of Otera's catalyst
Ball-and-stick model of the Otera's catalyst molecule