[5 + 2] and [6 + 2] Cycloaddition Reaction of Alkenes, Alkynes, Allenes and 1,3-Dienes

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

---

The Latest Progress in the Chemistry of Daphniphyllum Alkaloids

Molecules, Journal Year: 2024, Volume and Issue: 29(23), P. 5498 - 5498

Published: Nov. 21, 2024

alkaloids (DAs) are interesting molecules with rich molecular skeletons and diverse biological activities. Since their discovery, phytochemists have isolated, purified, identified more than 350 DAs. Synthetic chemists, attracted by the structure activity of DAs, accomplished many elegant synthetic jobs. Herein, we summarize work on isolation, structural identification, bioactivity testing, synthesis DAs from 2018 to 2023, aim providing a reference for future studies.

Language: Английский

---

Construction of the [7–5–5] Tricyclic Core of Daphniphyllum Alkaloids via a Cationic Cascade Reaction

Organic Letters, Journal Year: 2022, Volume and Issue: 24(51), P. 9520 - 9524

Published: Dec. 16, 2022

The [7–5–5] tricyclic core of daphniphyllum alkaloids, containing contiguous stereogenic centers at C14 and C15 a tetrasubstituted alkene moiety between C9 C10, was constructed via cascade reaction that involved an electrocyclic pentadienyl cation intramolecular interception the resultant cyclopentenyl cation.

Language: Английский

---

Divergent Total Syntheses of (−)‐Daphnezomines A and B and (+)‐Dapholdhamine B

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(23)

Published: March 30, 2023

Abstract The daphnezomine A‐type subfamily of Daphniphyllum alkaloids structurally features a unique aza‐adamantane core skeleton and anticipates efficient strategies for completing their syntheses to thoroughly investigate biological activities. Herein, divergent total (−)‐daphnezomines A B (+)‐dapholdhamine have been accomplished in 16–20 steps from known epoxide via rapid construction common intermediate. present work Ti‐mediated radical cyclization establish the azabicyclo[3.3.1]nonane ring system, an intramolecular Heck reaction install bridgehead all‐carbon quaternary stereocenter, tandem deprotection/reduction/keto amine‐carbinolamine tautomerization furnish backbone, NIS‐promoted 6‐ endo ‐trig aminocyclization assemble backbone.

Language: Английский

---

Total Synthesis of (±)-Daphgraciline

Synfacts, Journal Year: 2022, Volume and Issue: 19(01), P. 0001 - 0001

Published: Dec. 16, 2022

Key words (±)-daphgraciline - daphniphyllum alkaloid Achmatowicz reaction (5+2) cycloaddition Diels–Alder Benkeser reduction reductive epoxide opening

Language: Английский

---