A new approach to 19-nor-A-ring phosphine oxide for the convergent synthesis of 19-nor-calcitriol

•An efficient synthesis of 19-nor-A-ring phospine oxide (5) was achieved from (S)-carvone (7%, 15 steps).•A convergent synthesis of 1α,25-dihydroxy-19-norvitamin D3 (3) was achieved from (S)-carvone and Inhoffen-Lythgoe diol (20 steps, 3%).•The triene system assembly is based on a Wittig-Horner coup...

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Veröffentlicht in:	The Journal of steroid biochemistry and molecular biology 2017-10, Vol.173, p.86-88
Hauptverfasser:	Sigüeiro, Rita, Otero, Rocio, González-Berdullas, Patricia, Loureiro, Julian, Mouriño, Antonio, Maestro, Miguel A.
Format:	Artikel
Sprache:	eng
Schlagworte:	19-Nor-A-ring phosphine oxide 19-Nor-calcitriol Calcitriol - analogs & derivatives Calcitriol - chemical synthesis Chemistry Techniques, Synthetic - methods Convergent synthesis Monoterpenes - chemical synthesis Monoterpenes - chemistry Oxides - chemical synthesis Oxides - chemistry Phosphines - chemical synthesis Phosphines - chemistry Vitamin D3 metabolites Vitamins - chemical synthesis Vitamins - chemistry
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