C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26505, United States.
Org Lett. 2020 Nov 20;22(22):8947-8951. doi: 10.1021/acs.orglett.0c03356. Epub 2020 Nov 4.
A four-step synthesis of 4,4-dimethyl-1,6-heptadiyne and an associated five-step synthesis of alcyopterosin O, an illudalane sesquiterpene natural product, are described starting from commercially available dimedone. The process features C-C bond-cleaving fragmentation and elimination methods for making alkynes, and it proceeds by way of nonsymmetrical diynes that are themselves valuable synthetic building blocks, as exemplified by the synthesis of alcyopterosin O.
描述了以商业可得的二酮为起始原料，通过四步合成 4,4-二甲基-1,6-庚二炔和五步合成相关的天然产物伊鲁达兰倍半萜醇 O。该过程的特点是 C-C 键断裂和消除方法生成炔烃，并且通过非对称二炔进行反应，这些二炔本身就是有价值的合成砌块，如醇 O 的合成就证明了这一点。
