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Reduction of tertiary phosphine oxides to phosphine-boranes using Ti(Oi-Pr)4/BH3-THF

Authors :
Sylwia Sowa
K. Michał Pietrusiewicz
Source :
Tetrahedron. 86:132057
Publication Year :
2021
Publisher :
Elsevier BV, 2021.

Abstract

A new method for reduction of tertiary phosphine oxides leading to the formation of tertiary phosphine-boranes has been developed. The BH3-THF/Ti(Oi-Pr)4 reducing system enables conversion of triaryl, diarylalkyl and trialkylphosphine oxides directly to their borane analogues in good to high yields. In contrast to the previously reported protocols, the presence of activating groups in the structure of starting material is not necessary for the reaction to occur. The reaction is highly stereoselective and proceeds with predominant retention of configuration at the phosphorus atom. A plausible mechanism of reduction of the P O bond by BH3-THF/Ti(Oi-Pr)4 has been proposed.

Details

ISSN :
00404020
Volume :
86
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi...........2341e8bd1a5dfd41f27a8f48e9836b1c
Full Text :
https://doi.org/10.1016/j.tet.2021.132057