title: A new approach to 19-nor-A-ring phosphine oxide for the convergent synthesis of 19-nor-calcitriol.
abstract: A new approach to 19-nor-A-ring phosphine oxide 5 together with a convergent synthesis of the vitamin D3analogue 1α,25-dihydroxy-19-norvitamin D3(3) have been developed. The 19-nor-A-ring is constructed from (S)-carvone. The triene system is assembled by a Wittig-Horner coupling.
authors: Departamento de Química Orgánica, Laboratorio de Investigación "Ignacio Ribas", Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
authors: Rita
authors: R
authors: Sigüeiro
authors: Departamento de Química Orgánica, Laboratorio de Investigación "Ignacio Ribas", Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
authors: Rocio
authors: R
authors: Otero
authors: Departamento de Química Orgánica, Laboratorio de Investigación "Ignacio Ribas", Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
authors: Patricia
authors: P
authors: González-Berdullas
authors: Departamento de Química Orgánica, Laboratorio de Investigación "Ignacio Ribas", Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
authors: Julian
authors: J
authors: Loureiro
authors: Departamento de Química Orgánica, Laboratorio de Investigación "Ignacio Ribas", Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
authors: Antonio
authors: A
authors: Mouriño
authors: Departamento de Química Fundamental, Facultad de Ciencias, Universidad de A Coruña, Campus da Zapateira, s/n, E-15071 A Coruña, Spain. Electronic address: miguel.maestro@udc.es.
authors: Miguel A
authors: MA
authors: Maestro
mesh_terms: D002117:Calcitriol / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D000081005:Cyclohexane Monoterpenes; D039821:Monoterpenes / Q000138:chemical synthesis / Q000737:chemistry; D010087:Oxides / Q000138:chemical synthesis / Q000737:chemistry; D010720:Phosphines / Q000138:chemical synthesis / Q000737:chemistry*; D014815:Vitamins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000081005:Cyclohexane Monoterpenes; D039821:Monoterpenes; D010087:Oxides; D010720:Phosphines; D014815:Vitamins; C006923:carvone; C044646:phosphine; D002117:Calcitriol
keywords: 19-Nor-A-ring phosphine oxide; 19-Nor-calcitriol; Convergent synthesis; Vitamin D(3) metabolites