Total Synthesis of Cytospolide D and Its Biomimetic Conversion to Cytospolides M, O, and Q

Autor:	Christian B. W. Stark, Gunnar Ehrlich
Rok vydání:	2016
Předmět:	chemistry.chemical_classification Bicyclic molecule Double bond 010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Total synthesis 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Organic chemistry Physical and Theoretical Chemistry Lactone
Zdroj:	Organic letters. 18(19)
ISSN:	1523-7052
Popis:	A total synthesis of cytospolide D, starting from l-glutamic acid, is described. The critical macrolactonization to the 10-membered lactone containing an (E)-configured double bond was successfully achieved by Shiina esterification. Conversion of cytospolide D to its bicyclic derivatives M, O, and Q was accomplished under mild conditions, lending support to the proposed biosynthetic hypothesis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3657a250a313d5d492cb3b4b699d12cc https://pubmed.ncbi.nlm.nih.gov/27636302 Zobrazit plný text záznamu