Journal
TETRAHEDRON
Volume 86, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2021.132057
Keywords
Reduction; Phosphine; Phosphine oxide; Lewis acid; Stereoselectivity
Categories
Ask authors/readers for more resources
A new method for reduction of tertiary phosphine oxides leading to the formation of tertiary phosphine-boranes has been developed, with good to high yields. The reaction is highly stereoselective and retains configuration at the phosphorus atom without the need for activating groups in the starting material structure. A plausible mechanism of reduction of the P=O bond by BH3-THF/Ti(Oi-Pr)(4) has been proposed.
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. (C) 2021 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available