Asymmetric synthesis of optically active vinyltetrahydrofurans via palladium-catalysed cyclisation of bis(hydroxymethyl)allylic carbonates

Autor: Stanislaw Porwanski, Agnieszka Kubiak, Izabela Szulc, Beata Olszewska, Anna Zawisza, Boguslaw Kryczka
Rok vydání: 2013
Předmět:
Zdroj: Tetrahedron: Asymmetry. 24:212-216
ISSN: 0957-4166
DOI: 10.1016/j.tetasy.2013.01.012
Popis: Optically active 3-alkyl-3-hydroxymethyl-5-vinyltetrahydrofurans were synthesised from the corresponding methyl or isobutyl carbonates of ω,ω-bis(hydroxymethyl)-α,β-unsaturated alcohols via palladium-catalysed cyclisation. The use of chiral ligands gave the corresponding tetrahydrofuran derivatives, which had er values that ranged from moderate to good.
Databáze: OpenAIRE