Sokolowska Katarzyna, Sicinski Rafal R
Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.
Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.
Steroids. 2014 Sep;87:67-75. doi: 10.1016/j.steroids.2014.05.016. Epub 2014 Jun 10.
A simple method for the synthesis of yet unknown 5E-vitamin D3 analogs with an additional six-membered ring connecting C-6 and C-19 was developed. Ring-closing metathesis (RCM) was used for efficient formation thereof from the corresponding 5E-isomers of 6-alkenyl vitamin D3 compounds which in turn were prepared from the 6-oxo-3,5-cyclovitamin D3. Reinvestigation of the Grignard reactions of this latter compound as well as the following acid-catalyzed cycloreversions showed discrepancies with the literature data describing the course of such processes.
开发了一种简单的方法来合成尚未知晓的5E-维生素D3类似物，该类似物带有一个连接C-6和C-19的额外六元环。关环复分解反应（RCM）用于从相应的6-烯基维生素D3化合物的5E-异构体高效形成该六元环，而这些5E-异构体又由6-氧代-3,5-环维生素D3制备。对后一种化合物的格氏反应以及随后的酸催化环化逆反应的重新研究表明，与描述此类过程的文献数据存在差异。
