Synthesis of Three-Dimensionally Fascinating Diterpenoid Alkaloids and Related Diterpenes

XY Liu, FP Wang, Y Qin - Accounts of Chemical Research, 2020 - ACS Publications
Conspectus Three-dimensional cage-like natural products represent astounding and long-
term challenges in the research endeavors of total synthesis. A central issue that synthetic …

Total Synthesis of Vilmoraconitine

J Ji, J Chen, S Qin, W Li, J Zhao, G Li… - Journal of the …, 2023 - ACS Publications
Vilmoraconitine belongs to one of the most complex skeleton types in the C19-diterpenoid
alkaloids, which architecturally features an unprecedented heptacyclic core possessing a …

Robinson Annulation Applied to the Total Synthesis of Natural Products

MM Heravi, B Alipour, V Zadsirjan… - Asian Journal of …, 2023 - Wiley Online Library
The Robinson annulation is a significant reaction for the synthesis of α, β‐unsaturated
ketone ring including the generation of two C− C bonds. It involves a Michael addition of a …

Catalytic Asymmetric Total Synthesis of (−)-Garryine via an Enantioselective Heck Reaction

C Li, F Lu, Y Cai, C Zhang, Y Shao… - Journal of the …, 2023 - ACS Publications
The first asymmetric total synthesis of the hexacyclic veatchine-type C20-diterpenoid
alkaloid (−)-garryine is presented. Key steps include a Pd-catalyzed enantioselective Heck …

Divergent Total Syntheses of Napelline-Type C20-Diterpenoid Alkaloids:(−)-Napelline,(+)-Dehydronapelline,(−)-Songorine,(−)-Songoramine,(−)-Acoapetaldine D, and …

S Jin, X Zhao, D Ma - Journal of the American Chemical Society, 2022 - ACS Publications
The napelline-type alkaloids possess an azabicyclo [3.2. 1] octane moiety and an ent-
kaurane-type tetracyclic skeleton (6/6/6/5) along with varied oxidation patterns embedded in …

Asymmetric total syntheses of (+)-davisinol and (+)-18-benzoyldavisinol: A HAT-initiated transannular redox radical approach

K Yu, F Yao, Q Zeng, H Xie, H Ding - Journal of the American …, 2021 - ACS Publications
The first and asymmetric total syntheses of two C11-oxygenated hetisine-type diterpenoid
alkaloids, namely,(+)-davisinol and (+)-18-benzoyldavisinol, is described. The concise …

Forging the Tetracyclic Core Framework of Rhodomolleins XIV and XLII: A Ring-Distortion Approach

ZN Yang, H Rao, Y Yin, S Mu, Z Jia, H Ding - Organic Letters, 2024 - ACS Publications
A ring distortion approach for the synthesis of an advanced intermediate en route to
rhodomolleins XIV and XLII was described, which led to successful construction of the …

Asymmetric Total Synthesis of Hetidine-Type C20-Diterpenoid Alkaloids: (+)-Talassimidine and (+)-Talassamine

Q Zhang, Z Yang, Q Wang, S Liu, T Zhou… - Journal of the …, 2021 - ACS Publications
Here, we report the first asymmetric total synthesis of (+)-talassimidine and (+)-talassamine,
two hetidine-type C20-diterpenoid alkaloids. A highly regio-and diastereoselective 1, 3 …

Asymmetric Synthesis of the Functionalized A/E-Ring Fragment of C18-Diterpenoid Alkaloids

F Lu, Y Shao, S Yan, D Yang, H Song… - The Journal of …, 2024 - ACS Publications
A new asymmetric synthesis of the A/E-ring fragment of C18-diterpenoid alkaloids is
described. The crucial contiguous stereogenic centers at C4, C5, and C11 were established …

Recent advances in total synthesis of natural products by masked ortho‐benzoquinones

CM Chen, HP Hsieh - Journal of the Chinese Chemical Society, 2022 - Wiley Online Library
Abstract The Diels‐Alder adducts of masked ortho‐benzoquinone (MOB) normally perform
high regio‐and stereoselectivity and are generated under mild conditions. The advantages …