Bioinspired enzymatic synthesis of terpenoid-based (meth) acrylic monomers: a solvent-, metal-, amino-, and halogen-free approach

T Castagnet, G Aguirre, JM Asua… - … Sustainable Chemistry & …, 2020 - ACS Publications
… The ability of the synthesized acrylic monomers to polymerize was checked in free radical
polymerizations carried out using AIBN as an initiator (monomer/AIBN = 516) during 2 h at 80 …

Bioinspired skeletal reorganization approach for the synthesis of steroid natural products

Y Wang, J Gui - Accounts of Chemical Research, 2024 - ACS Publications
… (4) The bioinspired acyl radical cyclization/hemiketalization cascade is successfully applied
… Notably, the strategy is also amenable to the concise synthesis of terpenoid natural products…

Bio-inspired chemical space exploration of terpenoids

T Zeng, BA Hess, Jr, F Zhang, R Wu - Briefings in Bioinformatics, 2022 - academic.oup.com
… Based on the biosynthetic logic of terpenoid natural products, we introduced a bio-inspired
strategy for the chemical space exploration of terpenoids (Figure 1B), named TeroGen. In …

Syntheses of complex terpenes from simple polyprenyl precursors

CS Harmange Magnani, DQ Thach… - Accounts of chemical …, 2020 - ACS Publications
… -step synthesis of the cembrane diterpene chatancin from dihydrofarnesal using a bioinspired—…
We then show how a radical cyclization cascade can forge the hallmark cyclooctane ring …

Bioinspired Total Synthesis of Hyperireflexolides A and B

AB Zur Bonsen, CJ Sumby, JH George - Organic Letters, 2023 - ACS Publications
synthesis of hyperireflexolides A and B (Scheme 3). While we retained the bioinspired
7, we planned its convergent synthesis by diastereoselective acylation and prenylation of …

Biomimetic dearomatization strategies in the total synthesis of meroterpenoid natural products

JH George - Accounts of Chemical Research, 2021 - ACS Publications
… 6–7 terpene ring system fused to a benzofuran. We proposed a bioinspired cascade reaction
… of noncanonical PPAPs, such as the cage-like garcibracteatone (1), using oxidative radical

The synthesis of diverse terpene architectures from phenols

F Salahi, C Yao, JR Norton, SA Snyder - Nature Synthesis, 2022 - nature.com
… using prenyl migrations and subsequent epoxidation and radical cyclization to afford
numerous terpene frameworks relevant for natural product total synthesis. In these structures, the …

Exploring Short and Efficient Synthetic Routes Using Titanocene (III)-Catalyzed Reactions: Total Synthesis of Natural Meroterpenes with Trisubstituted Unsaturations

J Rosales, G Cabrera, J Justicia - Molecules, 2022 - mdpi.com
… our hands, we submitted it to bioinspired radical cyclization, catalyzed by titanocene(III),
which has been extensively studied and applied by us in natural terpene synthesis [5,12]. Under …

Annulative methods in the synthesis of complex meroterpene natural products

X Shen, DQ Thach, CP Ting… - Accounts of chemical …, 2021 - ACS Publications
… initiated a program in the synthesis of biologically active polyketide/terpenoid hybrids (ie, …
advances in asymmetric synthesis, contemporary radical chemistry, and methods for inert bond …

Bioinspired Two-Phase Synthesis of Gibbosterol A

Y Ning, Y Wang, J Gui - JACS Au, 2024 - ACS Publications
synthesis logic that has been applied to terpenes is also a powerful strategy for steroid
synthesis… alkoxy radical intermediate B, which undergoes β-fragmentation to furnish C10-alkyl …