Carballa Diego, Sigüeiro Rita, Rodríguez-Docampo Zaida, Zacconi Flavia, Maestro Miguel A, Mouriño Antonio
Departamento de Química Orgánica, Laboratorio de Investigación Ignacio Ribas, Universidad de Santiago de Compostela, Avda. Ciencias s/n, 15782, Santiago, de Compostela, Spain.
Departamento de Química-CICA, Universidad de A Coruña, Campus da Zapateira s/n, 15701 A, Coruña, Spain.
Chemistry. 2018 Mar 2;24(13):3314-3320. doi: 10.1002/chem.201705656. Epub 2018 Feb 6.
We describe an efficient convergent synthesis of vitamin D 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 D and 3-epi-vitamin D metabolites and analogues modified at the side chain for biological evaluation and structural and metabolic studies.
我们描述了一种高效的维生素D代谢物及类似物的汇聚式合成方法。该合成策略依赖于钯催化的串联A环闭环反应以及与CD侧链组分的铃木-宫浦偶联反应，以便在质子条件下直接构建维生素D三烯系统。此策略能够快速获得维生素D和3-表维生素D代谢物以及侧链经修饰的类似物，用于生物学评估以及结构和代谢研究。
