Angewandte Chemie - International Edition p. 9414 - 9418 (2015)
Update date:2022-08-04
Topics:
Zhu, Shifa
Zhang, Qiaohui
Chen, Kai
Jiang, Huanfeng
A highly efficient and practical synergistically metal/proton-catalyzed Conia-ene reaction for the synthesis of bicyclo[3.n.1]alkanones has been developed. This synergistic catalysis was successfully utilized in modifying natural compounds such as methyl dihydrojasmonate, α,β-thujone, and 5α-cholestan-3-one. Furthermore, the bridged carbonyl group of bicyclo[3.2.1]alkanones could be easily attacked by nucleophiles to give the ring-opened cycloheptenone products or bicyclo[4.2.1]amide in excellent yields. These reactions provide rapid access to a diverse range of cyclic structures from simple starting materials or naturally occurring compounds. A highly efficient and practical synergistically metal/proton-catalyzed Conia-ene reaction for the synthesis of bicyclo[3.n.1]alkanones has been developed. The reaction was successfully utilized in modifying natural compounds such as methyl dihydrojasmonate, α,β-thujone, and 5α-cholestan-3-one. Furthermore, the bicyclo[3.2.1]alkanones can be ring-opened by nucleophiles to give the corresponding products in excellent yields.
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Doi:10.1007/s00706-011-0692-2
(2012)Doi:10.1080/00397911.2011.574807
(2012)Doi:10.1016/j.saa.2012.04.059
(2012)Doi:10.1007/s11172-011-0315-4
(2011)Doi:10.1039/c39910001635
(1991)Doi:10.1039/P19910003091
(1991)