Assessment on facile Diels-Alder approach of α-pyrone and terpenoquinone for the expedient synthesis of various natural scaffolds  

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作  者:Aluru Rammohan Albert F.Khasanov Dmitry S.Kopchuk Duvvuru Gunasekar Grigory V.Zyryanov Oleg N.Chupakhin 

机构地区:[1]Ural Federal University,19 Mira St.,Ekaterinburg 620002,Russian Federation [2]Natural Products Division,Department of Chemistry,Sri Venkateswara University,Tirupati 517502,India [3]Ural Division of the Russian Academy of Sciences,I.Ya.Postovsky Institute of Organic Synthesis,22 S.Kovalevskoy St.,Ekaterinburg 620219,Russian Federation

出  处:《Natural Products and Bioprospecting》2022年第1期137-157,共21页应用天然产物(英文)

基  金:Council on grants of the President of the Russian Federation, HШ-2700.2020.3, Zyryanov Grigory V., Российский Фонд Фундаментальных Исследований (РФФИ), Grant # 21-13-00304, Zyryanov Grigory V.

摘  要:The development of highly facile synthetic procedures for the expedient synthesis of complex natural molecules is always in demand.As this aspect,the Diels-Alder reaction(DAR)has a versatile approach to the synthesis of complex natural compounds and highly regio-/stereoselcetive heterocyclic scaffolds.Additionally,α-pyrone and terpeno-quinone are two versatile key intermediates that are prevalent in various bioactive natural compounds for instance,(±)-crinine,(±)-joubertinamine,(±)-pancratistatin,(−)-cyclozonarone,and 8-ephipuupehedione,etc.Hence,the current review summarizes the Diels-Alder reaction application ofα-pyrone and terpenoquinone to the construc-tive synthesis of various natural products over the past two decades(2001-2021).Equally,it serves as a stencil for the invention and development of new synthetic strategies for high-complex molecular structured natural and heterocy-clic molecules.

关 键 词:α-Pyrone Diels-Alder reaction(DAR) Marine natural compounds Terpenoquinone Total synthesis 

分 类 号:O62[理学—有机化学]

 

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