Hydroxyl-Assisted trans-Reduction of 1,3-Enynes: Application to the Formal Synthesis of (+)-Aspicilin

Autor:	Alois Fürstner, Sebastian Schaubach, Kenichi Michigami
Rok vydání:	2016
Předmět:	Enyne 010405 organic chemistry Organic Chemistry chemistry.chemical_element 010402 general chemistry Triple bond 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Ruthenium Formal synthesis chemistry Alkyne metathesis Organic chemistry
Zdroj:	Synthesis. 49:202-208
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0035-1562381
Popis:	1,3-Enynes are hardly amenable to trans-hydrometalation reactions, because they tend to bind the standard ruthenium catalysts too tightly. However, catalysts comprising a [Cp*Ru–Cl] unit allow such compounds to be used, provided they contain an OH group next to the triple bond. This aspect is illustrated by a formal synthesis of the lichen-derived macrolide aspicilin. The required macrocyclic enyne precursor was formed by an efficient ring-closing alkyne metathesis reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f67387340b41c7a92724ebea9a1a2a9f https://doi.org/10.1055/s-0035-1562381 Zobrazit plný text záznamu