Total synthesis of trifluoromethylated analogs of macrosphelide A

Autor:	Zhong-Xing Jiang, Zhengwei You, Feng-Ling Qing, Bing-Lin Wang
Rok vydání:	2007
Předmět:	chemistry.chemical_compound Chemistry Yield (chemistry) Organic Chemistry Drug Discovery Diol Total synthesis Organic chemistry Stereoselectivity Biochemistry Sodium hydride
Zdroj:	Tetrahedron. 63:12671-12680
ISSN:	0040-4020
DOI:	10.1016/j.tet.2007.10.019
Popis:	Trifluoromethylated analogs of macrosphelide A 1 and 2 were designed and synthesized. The key segment 6 was efficiently constructed via a series of high stereoselective transformations from trifluoromethylated diol 8 . Methoxymethylation of compound 9 with 1.0 equiv of sodium hydride gave optically pure compound 23a in 73% yield. From 23a a novel route was developed to prepare key segment 7 . The condensation and macrolactonization were smoothly proceeded under our modified Keck's protocol.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::23d447bc7c0a12dcfe6f1900441573ef https://doi.org/10.1016/j.tet.2007.10.019 Zobrazit plný text záznamu Full Text from ScienceDirect