A Synthetic Route to β-Hydroxytyrosine-Derived Tetramic Acids: Total Synthesis of the Fungal Metabolite F-14329

2017 ◽  
Vol 23 (24) ◽  
pp. 5692-5695 ◽  
Author(s):  
Sebastian Bruckner ◽  
Robert G. Haase ◽  
Rainer Schobert
Keyword(s):  
Total Synthesis ◽  
Synthetic Route ◽  
Fungal Metabolite ◽  
Tetramic Acids

ChemInform Abstract: Total Synthesis of (-)-Cotylenol, a Fungal Metabolite Having Leaf Growth Activity.

ChemInform ◽  
2010 ◽  
Vol 26 (22) ◽  
pp. no-no
Author(s):  
H. OKAMOTO ◽  
H. ARITA ◽  
N. KATO ◽  
H. TAKESHITA
Keyword(s):  
Total Synthesis ◽  
Leaf Growth ◽  
Fungal Metabolite ◽  
Growth Activity

Approaches to the total synthesis of triterpenes. VIII. The ABC + D/E approach. Synthesis and X-ray structure determination of 1β,4a β-dimethyl-7-methoxy-1α- (7′,7′-ethyleneketal-6′,6′-dimethyl-3′-ketooctyl)-3,4,4a,9,10,10aα-hexahydro- 2(l-H)phenanthrone

1982 ◽  
Vol 60 (4) ◽  
pp. 509-513 ◽  
Author(s):  
John W. ApSimon ◽  
Rick P. Sequin ◽  
Carol P. Huber
Keyword(s):  
Total Synthesis ◽  
Single Crystal ◽  
Structure Determination ◽  
Title Compound ◽  
Trimethylsilyl Ether ◽  
Synthetic Route ◽  
X Ray ◽  
Pentacyclic Triterpenes ◽  
Ongoing Work

The title compound was made following a projected synthetic route to pentacyclic triterpenes. The key step in the route is the alkylative trapping of the enolate derived from the enol trimethylsilyl ether 8. The stereochemical consequence of this reaction is confirmed by a single crystal X-ray structure determination on 4, which although of no further utility in the projected synthesis, nevertheless served as a useful template for this determination. In this way, ongoing work in a parallel series of compounds rests on a firm stereochemical footing.

ChemInform Abstract: A New Synthetic Route of 2-Aroyl- (IV) and 2-Benzyl-benzofurans (V) and Their Application in the Total Synthesis of a Metabolite (VI) Isolated from Dorstenia gigas.

ChemInform ◽  
2009 ◽  
Vol 40 (20) ◽  
Author(s):  
Christian Correa ◽  
Maria del Carmen Cruz ◽  
Fabiola Jimenez ◽  
L. Gerardo Zepeda ◽  
Joaquin Tamariz
Keyword(s):  
Total Synthesis ◽  
Synthetic Route

Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B

2017 ◽  
Vol 19 (13) ◽  
pp. 3414-3417 ◽  
Author(s):  
Sandhya Badrinarayanan ◽  
Christopher J. Squire ◽  
Jonathan Sperry ◽  
Margaret A. Brimble
Keyword(s):  
Total Synthesis ◽  
Fungal Metabolite

ChemInform Abstract: Total Synthesis of the Polycyclic Fungal Metabolite (.+-.)-Communesin F (I).

ChemInform ◽  
2010 ◽  
Vol 41 (27) ◽  
pp. no-no
Author(s):  
Peng Liu ◽  
Jae Hong Seo ◽  
Steven M. Weinreb
Keyword(s):  
Total Synthesis ◽  
Fungal Metabolite ◽  
Communesin F

Improved total synthesis of the antibiotic A54145B

2020 ◽  
Vol 18 (23) ◽  
pp. 4401-4405 ◽  
Author(s):  
Hoi Yee Chow ◽  
Delin Chen ◽  
Xuechen Li
Keyword(s):  
Total Synthesis ◽  
Synthetic Route ◽  
Time Required

An optimized synthetic route of the antibiotic A54145B has been developed in terms of the overall yield and time required.

Total Synthesis of (–)-Aristoquinoline via an Intramolecular Nitrilium Ion Cyclization

Synthesis ◽  
2021 ◽  
Author(s):  
Keith P. Reber ◽  
Priyansh D. Gujarati
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Building Block ◽  
Spectroscopic Properties ◽  
Ring System ◽  
Synthetic Route ◽  
Enantioselective Total Synthesis ◽  
Key Steps

AbstractThe enantioselective total synthesis of the alkaloid aristoquinoline has been achieved in seven steps and 26% overall yield. A new preparation of the useful synthetic building block (–)-α-terpinyl amine was also developed in order to avoid stoichiometric mercury reagents or azide-containing intermediates. Key steps in the optimized synthetic route include an intramolecular nitrilium ion cyclization to form the characteristic azabicyclo[3.3.1]nonane ring system and a dia­stereoselective reduction of the resulting imine mixture to afford the natural product. An isomer of aristoquinoline containing an exocyclic alkene was also obtained and found to exhibit unusual chromatographic and spectroscopic properties.

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