N,N′-Dioxide/Zinc Bis(trifluoromethylsulfonyl)imide Complex Catalyzed Enantioselective Diels-Alder Reaction of Cyclopentadiene with Alkynones

N,N′-Dioxide/Zinc Bis(trifluoromethylsulfonyl)imide Complex Catalyzed Enantioselective Diels-Alder Reaction of Cyclopentadiene with Alkynones

An N,N′‐dioxide/zinc bis(trifluoromethylsulfonyl)imide complex has been developed as an efficient catalyst for the highly enantioselective Diels–Alder reaction of cyclopentadiene with alkynones. Various 2‐acyl substituted norbornadiene derivatives were obtained in moderate to high yields (up to 99 %...

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Veröffentlicht in:Advanced synthesis & catalysis 2015-06, Vol.357 (9), p.2045-2049
Hauptverfasser: Kang, Tengfei, Wang, Zhen, Lin, Lili, Liao, Yuting, Zhou, Yuhang, Liu, Xiaohua, Feng, Xiaoming
Format: Artikel
Sprache:eng
Schlagworte:
alkynones
asymmetric catalysis
Catalysis
Catalysts
Cyclopentadiene
Derivatives
Diels-Alder reaction
Diels-Alder reactions
N,N′‐dioxide
norbornadiene
N′-dioxide
Synthesis
Zinc
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Zusammenfassung:An N,N′‐dioxide/zinc bis(trifluoromethylsulfonyl)imide complex has been developed as an efficient catalyst for the highly enantioselective Diels–Alder reaction of cyclopentadiene with alkynones. Various 2‐acyl substituted norbornadiene derivatives were obtained in moderate to high yields (up to 99 %) with good enantiomeric excesses (up to 95 %).
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201500069