Abstract
Pinacol coupling of benzaldehyde mediated by TiCl3‐Zn in basic media under ultrasound irradiation can lead to the corresponding pinacol rapidly. The optimum reaction condition is chosen.
Highlights
Pinacol coupling of benzaldehyde mediated by TiCl3-Zn in basic media under ultrasound irradiation can lead to the corresponding pinacol rapidly
The pinacol coupling, which was described in 1859, is still a useful tool for the synthesis of vicinal diols 1. 1, 2-Diols have been used as intermediates for the construction of biologically important natural product skeletons and asymmetric ligands for catalytic asymmetric reaction 2
In 1973, Mukaiyama firstly reported that TiCl4-Zn reduced aromatic aldehydes and ketones to produce pinacols in high yield, but the stereoselectivity was not reported
Summary
The pinacol coupling, which was described in 1859, is still a useful tool for the synthesis of vicinal diols 1. 1, 2-Diols have been used as intermediates for the construction of biologically important natural product skeletons and asymmetric ligands for catalytic asymmetric reaction 2. Abstract: Pinacol coupling of benzaldehyde mediated by TiCl3-Zn in basic media under ultrasound irradiation can lead to the corresponding pinacol rapidly. In 1982, Clerici reported pinacol coupling of aromatic aldehydes and ketones promoted by aqueous TiCl3 in basic media . Mearová reported the pinacol coupling reaction in aqueous media under u.s and found that ultrasound considerably accelerated the benzaldehyde conversion.
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