Isolation, biosynthesis, and chemical syntheses of the hasubanan and acutumine alkaloids: A historical perspective

DC Grünenfelder, SE Reisman, R Navarro - Tetrahedron, 2023 - Elsevier
The hasubanan and acutumine alkaloids comprise a large collection of aza-propellane
natural products that possess varying degrees of structural complexity and biological activity …

Developments in the Synthesis of Hasubanan Alkaloids

VA Ikonnikova, MS Baranov… - European Journal of …, 2022 - Wiley Online Library
This review critically summarized the synthesis of hasubanan alkaloids with the focus on
construction of hasubanan core. Historical and recent reports are systemized based on the …

The hasubanan and acutumine alkaloids

SM King, SB Herzon - The Alkaloids: Chemistry and Biology, 2014 - Elsevier
Research in the hasubanan and acutumine alkaloid fields up to 1970 was discussed under
“morphine alkaloids” in Volume 13 of this chapter. Advances in the field of hasubanan …

Synthesis of the common propellane core structure of the hasubanan alkaloids

TX Nguyen, Y Kobayashi - The Journal of Organic Chemistry, 2008 - ACS Publications
The racemic synthesis of the common propellane core structure found in various hasubanan
alkaloids is reported. The successful completion hinged upon the stereocontrolled …

Short, Enantioselective Total Syntheses of (−)‐8‐Demethoxyrunanine and (−)‐Cepharatines A, C, and D

KV Chuang, R Navarro, SE Reisman - Angewandte Chemie, 2011 - Wiley Online Library
The hasubanan alkaloids are a large collection of natural products isolated from several
medicinal herbs that are used in traditional Chinese medicine.[1] Members of this family …

[HTML][HTML] Unified divergent strategy towards the total synthesis of the three sub-classes of hasubanan alkaloids

G Li, Q Wang, J Zhu - Nature Communications, 2021 - nature.com
Elegant asymmetric synthesis of hasubanan alkaloids have been developed over the past
decades. However, a divergent approach leading to all three sub-classes of this family of …

Development of enantioselective synthetic routes to the hasubanan and acutumine alkaloids

NA Calandra, SM King, SB Herzon - The Journal of organic …, 2013 - ACS Publications
We describe a general strategy to prepare the hasubanan and acutumine alkaloids, a large
family of botanical natural products that display antitumor, antiviral, and memory-enhancing …

Synthesis of isohasubanan alkaloids via enantioselective ketone allylation and discovery of an unexpected rearrangement

DK Nielsen, LL Nielsen, SB Jones, L Toll… - The Journal of …, 2009 - ACS Publications
A synthesis of the hasubanan alkaloids hasubanonine, runanine, and aknadinine via a
unified route was attempted. Construction of key phenanthrene intermediates by a Suzuki …

Substrate-modified functional group reactivity: hasubanan and acutumine alkaloid syntheses

SM King, SB Herzon - The Journal of Organic Chemistry, 2014 - ACS Publications
Functional group taxonomy provides a powerful conceptual framework to classify and
predict the chemical reactivity of molecular structures. These principals are most effective in …

Natural Distribution, Structures, Synthesis, and Bioactivity of Hasubanan Alkaloids

Y Wang, F Sun, Y Liang, D Zhou, G Chen… - ChemMedChem, 2024 - Wiley Online Library
Hasubanan alkaloids represent a distinct class of alkaloids bearing a structural resemblance
to morphine, predominantly found in herbals of the Stephania genus. Their intriguing …