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Organocatalyzed Reduction of Tertiary Phosphine Oxides
Author(s) -
Schirmer MarieLuis,
Jopp Stefan,
Holz Jens,
Spannenberg Anke,
Werner Thomas
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500762
Subject(s) - phosphine , chemistry , adduct , borane , catalysis , phosphine oxide , reduction (mathematics) , reaction conditions , organic chemistry , combinatorial chemistry , geometry , mathematics
A novel selective catalytic reduction method of tertiary phosphine oxides to the corresponding phosphines has been developed. Notably, the reaction proceeds smoothly with low catalyst loadings of 1–5 mol% even at low temperature (70 °C). Under the optimized conditions various phosphine oxides could be selectively reduced and the desired phosphines were usually obtained in excellent yields above 90%. Furthermore, we have developed a one‐pot reaction sequence for the preparation of valuable phosphine⋅borane adducts. Simple addition of BH 3 ⋅THF subsequent to the reduction step gave the desired adducts in yields up to 99%.