Total Synthesis of (−)-Ecklonialactone B

Autor:	Julia Becker, Florian Quentin, Valeska von Kiedrowski, Martin Hiersemann, Elisabeth Mischler, Lena Butt
Rok vydání:	2013
Předmět:	Molecular Structure Organic Chemistry Ecklonialactone B Total synthesis Stereoisomerism Biochemistry Medicinal chemistry Catalysis Claisen rearrangement Lactones chemistry.chemical_compound chemistry Molecule Physical and Theoretical Chemistry Derivative (chemistry)
Zdroj:	Organic Letters. 15:5982-5985
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol4028418
Popis:	The total synthesis of (-)-ecklonialactone B as well as the 9,10-dihydro derivative by two different strategies is reported. The catalytic asymmetric Claisen rearrangement of Gosteli-type allyl vinyl ethers delivered elaborated α-keto ester building blocks. Ring-closing metatheses, including a notable diastereotopos-differentiating variant, a B-alkyl Suzuki-Miyaura cross-coupling reaction and a regio- and diastereoselective last-step epoxidation are key contributors.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f5d39c710ed58b82e78b42d3accd599d https://doi.org/10.1021/ol4028418 Zobrazit plný text záznamu