A flexible asymmetric synthesis of the tetracyclic core of berkelic acid using a Horner–Wadsworth–Emmons/oxa-Michael cascade

2010 ◽  
Vol 8 (6) ◽  
pp. 1284 ◽  
Author(s):  
Zoe E. Wilson ◽  
Margaret A. Brimble
Keyword(s):  
Asymmetric Synthesis ◽  
Berkelic Acid ◽  
Tetracyclic Core

Asymmetric synthesis of the tetracyclic core of bufogargarizin C by an intramolecular [5 + 2] cycloaddition

2019 ◽  
Vol 6 (1) ◽  
pp. 22-26 ◽  
Author(s):  
Jian-Hong Fan ◽  
Ya-Jian Hu ◽  
Qiang Guo ◽  
Shaoping Li ◽  
Jing Zhao ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Tetracyclic Core

A concise asymmetric synthesis of the synthetically challenging 7/5/6/5-tetracyclic core of bufogargarizin C by a unique intramolecular [5 + 2] cycloaddition was reported.

scholarly journals Biomimetic Synthesis of the Tetracyclic Core of Berkelic Acid

2007 ◽  
Vol 9 (11) ◽  
pp. 2071-2074 ◽  
Author(s):  
Jingye Zhou ◽  
Barry B. Snider
Keyword(s):  
Biomimetic Synthesis ◽  
Berkelic Acid ◽  
Tetracyclic Core

Synthesis of the Tetracyclic Core of Berkelic Acid Using Gold(I)-Catalyzed Hydroarylation and Oxidative Radical Cyclizations

2012 ◽  
Vol 14 (23) ◽  
pp. 5820-5823 ◽  
Author(s):  
Margaret A. Brimble ◽  
Isabell Haym ◽  
Jonathan Sperry ◽  
Daniel P. Furkert
Keyword(s):  
Radical Cyclizations ◽  
Berkelic Acid ◽  
Tetracyclic Core

scholarly journals ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO

Química Nova ◽  
2021 ◽  
Author(s):  
Tamiris Silva ◽  
Cristiano Raminelli
Keyword(s):  
Asymmetric Synthesis ◽  
Review Article ◽  
Lysergic Acid ◽  
Pharmacological Properties ◽  
Chronological Order ◽  
Asymmetric Syntheses ◽  
The World ◽  
Tetracyclic Core ◽  
Synthetic Target

STRATEGIES FOR THE SYNTHESIS OF LYSERGIC ACID. (+)-Lysergic acid [(+)-1] is a precursor of several substances with well-established pharmacological properties, including some drugs approved and commercialized around the world. Thus, the importance of (+)-1 as a synthetic target becomes undoubted and various strategies for the synthesis of its tetracyclic core have been reported in the literature. Therefore, in this review article we will address in chronological order the total and formal syntheses of lysergic acid (1), separating them into racemic and chiral/asymmetric syntheses. Until now, there are 24 syntheses described in the literature, namely, 11 total and 13 formal syntheses. Considering all the syntheses accomplished, 15 were planned to produce (±)-lysergic acid [(±)-1] and 9 presented routes to eventually provide (+)-lysergic acid [(+)-1]. A significant evolution regarding approaches and efficiency may be observed since the first synthesis of (±)-1 until the last asymmetric synthesis of (+)-1.

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