Organocatalytic Enantioselective Approach to Spirocyclic Δβ,γ-Butenolides

Autor: Łukasz Albrecht, Dorota Kowalczyk, Joanna Hejmanowska, Marek Dzięgielewski
Rok vydání: 2014
Předmět:
Zdroj: Synlett. 25:2957-2961
ISSN: 1437-2096
0936-5214
DOI: 10.1055/s-0034-1378905
Popis: A novel method for the preparation of the spirocyclic Δβ,γ-butenolides is presented. The developed strategy is based on a trienamine-mediated [4+2]-cycloaddition between (E)-3-alkylidene-5-arylfuran-2(3H)-ones and 2,4-dienals. Target products containing three contiguous centres including one quaternary are efficiently formed in a highly enantiomerically enriched form in the presence of the silyl-protected diphenylprolinol aminocatalyst.
Databáze: OpenAIRE