title: Hiyama cross-coupling reaction in the stereospecific synthesis of retinoids.
abstract: The first application of the Hiyama reaction to the synthesis of retinoids is reported. A range of organosilicon moieties (siloxanes, silanols and three kinds of "safety-catch" silanols) were successfully coupled, under activation, to obtain trans-retinol or 11-cis-retinol with high yield and stereoselectivity. The advantageous properties of the silicon-based coupling partners and the mild reaction conditions firmly establish the Hiyama reaction as a viable (even superior) alternative to the traditional Suzuki and Stille couplings in the retinoid field.
authors.affiliation: Departamento de Química Orgánica, Facultade de Química, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: Javier
authors.initials: J
authors.lastname: Montenegro
authors.forename: Julián
authors.initials: J
authors.lastname: Bergueiro
authors.forename: Carlos
authors.initials: C
authors.lastname: Saá
authors.forename: Susana
authors.initials: S
authors.lastname: López
mesh_terms: D015394:Molecular Structure; D012176:Retinoids / Q000138:chemical synthesis* / Q000737:chemistry; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D012176:Retinoids; D012821:Silanes