Total synthesis of 1α,25-dihydroxyvitamin D3 (calcitriol) through a Si-assisted allylic substitution-Reference-Cited by-同舟云学术

Total synthesis of 1α,25-dihydroxyvitamin D3 (calcitriol) through a Si-assisted allylic substitution

Published:2017 Issue:58 Volume:53 Page:8144-8147
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

López-Pérez Borja¹²³⁴⁵^ORCID,Maestro Miguel A.⁶⁷⁸⁵^ORCID,Mouriño Antonio¹²³⁴⁵^ORCID

Affiliation:

1. Departamento de Química Orgánica

2. Laboratorio de Investigación Ignacio Ribas

3. Universidad de Santiago de Compostela

4. 15782 Santiago de Compostela

5. Spain

6. Departamento de Química-CICA

7. Universidad de A Coruña

8. 15071 A Coruña

Abstract

A total synthesis of calcitriol through a Si-assisted substitution to generate the trans-hydrindane core and an asymmetric CuH-catalyzed 1,4-reduction of α,β,γ,δ-unsaturated ester to access the steroid configuration at C20 is described.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2017/CC/C7CC04690A

Reference53 articles.

1. D. Feldman , J. W.Pike and J. S.Adams, Vitamin D: Two-Volume Set, Elsevier Science, New York, 2011

2. A ChIP-seq defined genome-wide map of vitamin D receptor binding: Associations with disease and evolution

3. Vitamin D, disease and therapeutic opportunities

4. D. Feldman , F. W.Glorieux and J. W.Pike, Vitamin D, Academic, New York, 1997

Cited by 17 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Structural diversification of vitamin D using microbial biotransformations;Applied Microbiology and Biotechnology;2024-07-06

2. Pd(0)‐Catalyzed‐Mediated Synthesis of Vitamin D Compounds;Advanced Synthesis & Catalysis;2023-12-06

3. Further Studies on the Highly Active Des-C-Ring and Aromatic-D-Ring Analogues of 1α,25-Dihydroxyvitamin D₃ (Calcitriol): Refinement of the Side Chain;Journal of Medicinal Chemistry;2023-11-01

4. Catalytic Asymmetric Conjugate Reduction;Angewandte Chemie International Edition;2023-02-27

5. Catalytic Asymmetric Conjugate Reduction;Angewandte Chemie;2023-02-27