Details

Autor(en) / Beteiligte

• Yao, Zhen
• Liu, Xiong‐Wei
• Li, Zheng
• Xu, Sheng‐Wen
• Xu, Lijin
• Liu, Xiong‐Li

Titel

Dienolate‐Mediated, Regioselective C2‐Polarity Reversal of Chromone‐Based Reactants and Their Application in Nucleophilic Strategies

Ist Teil von

• Advanced synthesis & catalysis, 2020-12, Vol.362 (23), p.5352-5357

Ort / Verlag

Heidelberg: Wiley Subscription Services, Inc

Erscheinungsjahr

2020

Quelle

Wiley-Blackwell Journals

Beschreibungen/Notizen

• Inspired by the chemistry and biology of chromone, a method for the construction of spirooxindole‐based tetrahydrocyclopenta[b]chromanones is reported with good regio‐ and diastereoselectivity (all cases >20:1 dr) and moderate yields (up to 67%). This method leads to the construction of four contiguous stereogenic tertiary centers and one spiro quaternary center via a one‐step γ‐regioselective cascade [3+2] cycloaddition of an oxindole‐chromone synthon with 3‐methyl‐4‐nitro‐5‐alkenyl‐isoxazole.