2-pyridylsilyl group as a multifunctional 'phase tag' for solution phase synthesis

Article abstract of DOI:10.1016/S0040-4039(99)00474-8

2-Pyridyldimethylsilyl (2-PyMe₂Si) group was found to serve as effective 'phase tag' for acid-base extraction for solution phase synthesis. Acid-base extraction of octyl(2-pyridyl)dimethylsilane gave rise to 98% recovery. The introduction of 2-PyMe₂Si group to organic molecules was easily accomplished by Rh catalyzed hydrosilylation of alkenes with 2- PyMe₂SiH. The removal of 2-PyMe₂Si group was achieved by the oxidation with H₂O₂/KF (Tamao oxidation). In order to demonstrate the utility of 2- PyMe₂Si group as a 'phase tag', a sequential multi-step transformation was conducted. The products of each steps were easily isolated by acid-base extraction, and were sufficiently pure for the direct use in the next step of the sequence.

Full text of DOI:10.1016/S0040-4039(99)00474-8

Evaluation Only. Created with Aspose.PDF. Copyright 2002-2021 Aspose Pty Ltd.

Evaluation Only. Created with Aspose.PDF. Copyright 2002-2021 Aspose Pty Ltd.

Evaluation Only. Created with Aspose.PDF. Copyright 2002-2021 Aspose Pty Ltd.

Evaluation Only. Created with Aspose.PDF. Copyright 2002-2021 Aspose Pty Ltd.