Stereoselective Palladium‐Catalyzed Approach to Vitamin D3 Derivatives in Protic Medium
We describe an efficient convergent synthesis of vitamin D3 metabolites and analogues. The synthetic strategy relies on a tandem Pd‐catalyzed A‐ring closure and Suzuki–Miyaura coupling to the CD‐side chain component to set directly the vitamin D triene system under protic conditions. This strategy e...
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| Veröffentlicht in: | Chemistry : a European journal 2018-03, Vol.24 (13), p.3314-3320 |
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| container_issue | 13 |
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| container_title | Chemistry : a European journal |
| container_volume | 24 |
| creator | Carballa, Diego Sigüeiro, Rita Rodríguez‐Docampo, Zaida Zacconi, Flavia Maestro, Miguel A. Mouriño, Antonio |
| description | We describe an efficient convergent synthesis of vitamin D3 metabolites and analogues. The synthetic strategy relies on a tandem Pd‐catalyzed A‐ring closure and Suzuki–Miyaura coupling to the CD‐side chain component to set directly the vitamin D triene system under protic conditions. This strategy enables rapid access to vitamin D3 and 3‐epi‐vitamin D3 metabolites and analogues modified at the side chain for biological evaluation and structural and metabolic studies.
Even better than the real thing? An efficient convergent synthesis of vitamin D3 metabolites and analogues is described (see scheme). This strategy enables rapid access to vitamin D3 and 3‐epi‐vitamin D3 metabolites and analogues modified at the side chain for biological evaluation and structural and metabolic studies. |
| doi_str_mv | 10.1002/chem.201705656 |
| format | Article |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Chains Chemistry drug discovery homogeneous catalysis Metabolites natural products Palladium Vitamin D Vitamin D3 vitamins |
| title | Stereoselective Palladium‐Catalyzed Approach to Vitamin D3 Derivatives in Protic Medium |
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