Construction of Angularly Fused Tricyclic Compounds via Photo-induced Radical Cascade Cyclization DOI Open Access

Mengqin Hu,

Wei Cao, Hao Yan

et al.

Authorea (Authorea), Journal Year: 2023, Volume and Issue: unknown

Published: April 26, 2023

A photo-triggered cascade cyclization of silyl enolate to prepare angularly fused tricyclic scaffold is developed. The reaction demonstrates good substrate scope and stereo-selectivity. excellent stereo- regio-selectivity for this elucidated via conformational analysis DFT calculation, respectively.

Language: Английский

Discovery of sesquiterpenoids from an actinomycete Crossiella cryophila through genome mining and heterologous expression DOI
Qian Yang,

Jupeng Tian,

Shungen Chen

et al.

Bioorganic Chemistry, Journal Year: 2024, Volume and Issue: 146, P. 107308 - 107308

Published: March 23, 2024

Language: Английский

Citations

3
Concise Total Synthesis of (−)-Bipolarolide D DOI

Shengling Sun,

Wei Qi, Yufei Liu

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(21), P. 14427 - 14432

Published: May 8, 2024

Here we report the first and concise total synthesis of a complex ophiobolin-derived sesterterpene, bipolarolide D, which hinges on two strategic applications pentafulvene: (1) enantioselective pentafulvene-involved [6+2] cycloaddition; (2) regioselective diastereoselective Heck cyclization. Late-stage selective allylic addition to ketone moiety facilitates successful installation side chain. This strategy enabled accomplishment its through modular approach. will facilitate investigation relevant biological activities provide synthetic blueprint for utilizing fulvenes as versatile synthons in other natural product synthesis.

Language: Английский

Citations

3
A Photoinduced Radical Cascade Cyclization for the Synthesis of Angularly Fused Tricyclic Compounds DOI

Jiaxin Du,

Shaomin Fu, Bo Liu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(22), P. 4721 - 4726

Published: May 28, 2024

A photoinduced electron transfer (PET)-triggered cascade reaction has been devised for the conversion of second-generation enol silyl ethers into angularly fused tricyclic scaffolds. Utilizing readily available and cost-effective DCA phenanthrene as catalytic systems, this transformation is achieved with high efficiency. The demonstrates a good substrate scope excellent stereoselectivity, thereby enriching realm PET-induced reactions. Additionally, radical adducts generated through process can serve valuable subunits synthesis complex molecules.

Language: Английский

Citations

2
Asymmetric Construction of the Core of C6, C7-Epoxy Daphnane Diterpenoid Orthoesters DOI

Ying Sun,

Jing Feng, Song Qin

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(45), P. 8072 - 8076

Published: Nov. 2, 2023

Asymmetric construction of the core C6, C7-epoxy daphnane diterpenoid orthoesters is developed through a convergent synthetic strategy. The salient features include diastereoselective nucleophilic assembly two bulky cyclic fragments, an oxidative cleavage/transesterification/aldol cascade to fashion seven-membered ring, and base-mediated transesterification/retro-aldol/aldol/epoxidation install epoxy moiety with proper stereochemistry.

Language: Английский

Citations

5
Construction of Angularly Fused Tricyclic Compounds via Photo-induced Radical Cascade Cyclization DOI Open Access

Mengqin Hu,

Wei Cao, Hao Yan

et al.

Authorea (Authorea), Journal Year: 2023, Volume and Issue: unknown

Published: April 26, 2023

A photo-triggered cascade cyclization of silyl enolate to prepare angularly fused tricyclic scaffold is developed. The reaction demonstrates good substrate scope and stereo-selectivity. excellent stereo- regio-selectivity for this elucidated via conformational analysis DFT calculation, respectively.

Language: Английский

Citations

0