title: A superior method for the reduction of secondary phosphine oxides.
abstract: [reaction: see text] Diisobutylaluminum hydride (DIBAL-H) and triisobutylaluminum have been found to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be readily reduced, including diaryl, arylalkyl, and dialkyl members. Many SPOs can now be reduced at cryogenic temperatures, and conditions for preservation of reducible functional groups have been found. Even the most electron-rich and sterically hindered phosphine oxides can be reduced in a few hours at 50-70 degrees C. This new reduction has distinct advantages over existing technologies.
authors.affiliation: Department of Chemical Development, Boehringer-Ingelheim Pharmaceuticals Inc., 900 Ridgebury Road, Ridgefield, Connecticut 06877, USA. cbusacca@rdg.boehringer-ingelheim.com
authors.forename: Carl A
authors.initials: CA
authors.lastname: Busacca
authors.forename: Jon C
authors.initials: JC
authors.lastname: Lorenz
authors.forename: Nelu
authors.initials: N
authors.lastname: Grinberg
authors.forename: Nizar
authors.initials: N
authors.lastname: Haddad
authors.forename: Matt
authors.initials: M
authors.lastname: Hrapchak
authors.forename: Bachir
authors.initials: B
authors.lastname: Latli
authors.forename: Heewon
authors.initials: H
authors.lastname: Lee
authors.forename: Paul
authors.initials: P
authors.lastname: Sabila
authors.forename: Anjan
authors.initials: A
authors.lastname: Saha
authors.forename: Max
authors.initials: M
authors.lastname: Sarvestani
authors.forename: Sherry
authors.initials: S
authors.lastname: Shen
authors.forename: Richard
authors.initials: R
authors.lastname: Varsolona
authors.forename: Xudong
authors.initials: X
authors.lastname: Wei
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D000535:Aluminum / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010087:Oxides / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*
chemical_list: D008024:Ligands; D010087:Oxides; D010720:Phosphines; D000535:Aluminum; C044646:phosphine