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

doi:10.1007/s13659-022-00333-4

Natural Products and Bioprospecting

2022, Vol. 12

Issue (2) : 12-12 DOI: 10.1007/s13659-022-00333-4

REVIEW

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

Aluru Rammohan^1,2, Albert F. Khasanov^1,3, Dmitry S. Kopchuk^1,3, Duvvuru Gunasekar², Grigory V. Zyryanov^1,3, Oleg N. Chupakhin^1,3

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

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Abstract 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 terpenoquinone 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 of α-pyrone and terpenoquinone to the constructive 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 heterocyclic molecules.

Keywords α-Pyrone Diels–Alder reaction (DAR) Marine natural compounds Terpenoquinone Total synthesis

Fund:This work was fnancially supported by the Grants Council of the President of the Russian Federation (# HШ-2700.2020.3) and Russian Scientifc Foundation (Grant # 21-13-00304).

Corresponding Authors: Aluru Rammohan, E-mail:rammohan4ever@gmail.com;Grigory V. Zyryanov, E-mail:gvzyryanov@gmail.com E-mail: rammohan4ever@gmail.com;gvzyryanov@gmail.com

Issue Date: 26 April 2022

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

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Aluru Rammohan,Albert F. Khasanov,Dmitry S. Kopchuk, et al. Assessment on facile Diels–Alder approach of α-pyrone and terpenoquinone for the expedient synthesis of various natural scaffolds[J]. Natural Products and Bioprospecting, 2022, 12(2): 12-12.

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http://npb.kib.ac.cn/EN/10.1007/s13659-022-00333-4 OR http://npb.kib.ac.cn/EN/Y2022/V12/I2/12

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