Application of (4+ 3) cycloaddition strategies in the synthesis of natural products

Z Yin, Y He, P Chiu - Chemical Society Reviews, 2018 - pubs.rsc.org
(4+ 3) Cycloadditions have been widely applied in synthesis, and in this review article, we
summarize some of the more recent applications, including formal (4+ 3) cycloadditions, in …

Balancing skeleton and functional groups in total syntheses of complex natural products: a case study of tigliane, daphnane and ingenane diterpenoids

Z Liu, Z Ding, K Chen, M Xu, T Yu, G Tong… - Natural Product …, 2021 - pubs.rsc.org
Total synthesis of natural products has greatly contributed to natural product research,
organic synthesis and drug discovery and development. However, in most cases, the …

Unified total syntheses of rhamnofolane, tigliane, and daphnane diterpenoids

A Hirose, A Watanabe, K Ogino… - Journal of the …, 2021 - ACS Publications
Rhamnofolane, tigliane, and daphnane diterpenoids are structurally complex natural
products with multiple oxygen functionalities, making them synthetically challenging. While …

Total Synthesis of Resiniferatoxin Enabled by Radical-Mediated Three-Component Coupling and 7-endo Cyclization

S Hashimoto, S Katoh, T Kato, D Urabe… - Journal of the American …, 2017 - ACS Publications
Resiniferatoxin (1) belongs to a daphnane diterpenoid family and has strong agonistic
effects on TRPV1, a transducer of noxious temperature and chemical stimuli. The densely …

Total synthesis of resiniferatoxin

VH Vasilev, L Spessert, K Yu… - Journal of the American …, 2022 - ACS Publications
From both structural and functional perspectives, the large family of daphnane diterpene
orthoesters (DDOs) represent a truly remarkable class of natural products. As potent lead …

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

Y Sun, J Feng, S Qin, S Fu, B Liu - Organic Letters, 2023 - ACS Publications
Asymmetric construction of the core of C6, C7-epoxy daphnane diterpenoid orthoesters is
developed through a convergent synthetic strategy. The salient features include a …

Total synthesis of crotophorbolone

T Asaba, Y Katoh, D Urabe… - Angewandte Chemie …, 2015 - Wiley Online Library
The complex ABC‐tricyclic structure of crotophorbolone, a derivative of the tigliane
diterpenoids, was assembled by coupling of simple fragments. The six‐membered C‐ring …

Total syntheses of the reported structures of curcusones I and J through tandem gold catalysis

Y Li, M Dai - Angewandte Chemie, 2017 - Wiley Online Library
Total syntheses of the reported structures of the rhamnofolane diterpene natural products
curcusones I and J in racemic form were achieved. The synthetic strategy features a novel …

Total synthesis of (±)-prostratin

G Tong, Z Liu, P Li - Chem, 2018 - cell.com
Prostratin, a highly complex diterpene natural product, is a pre-clinical candidate in
developing a cure for HIV-1 infection and also a potent and selective inhibitor of several …

Carbazole Annulation via Cascade Nucleophilic Addition–Cyclization Involving 2-(Silyloxy) pentadienyl Cation

JR Stepherson, CE Ayala, TH Tugwell, JL Henry… - Organic …, 2016 - ACS Publications
We report a new strategy toward the synthesis of highly functionalized carbazoles via 2-
(silyloxy) pentadienyl cation intermediates, which were generated upon ionization of vinyl …