Approaches to the Synthesis of Cytochalasans. Part 4. Improved Synthesis of the Tetrahydroisoindoline Subunits Related to the Cytochalasins and Aspochalasins
作者:Tibur Schmidlin、Peter E. Burckhardt、Nada Waespe-?ar?evi??、Christoph Tamm
DOI:10.1002/hlca.19830660206
日期:1983.3.16
A general scheme for the synthesis of the tetrahydroisoindolinone moiety of naturally occurring cytochalasans and unnatural analogs was developed. The key-step consists of the intermolecular [2+4]cycloaddition of 4-methylsorbinol (7) to an alkylidene malonic ester derivative such as 6, 9 or 10, obtained from the corresponding amino acids. The products obtained, 4a, 17, and 18 were converted to the
开发了合成天然细胞松弛素和非天然类似物的四氢异吲哚满酮部分的通用方案。的关键步骤由的帧间4- methylsorbinol(7)的一个亚烷基丙二酸酯衍生物,如分子[2 + 4]环加成6,9或10,从相应的氨基酸而获得。的产物获得,4A,17和18被转换为所需的内酰胺5,21,和22。