Combined Cross Metathesis/CD×FDCD Protocols in Natural Products Research: Micro-scale Approach for Configurational Analysis

ChemInform ◽  
2006 ◽  
Vol 37 (35) ◽  
Author(s):  
Katsunori Tanaka
Keyword(s):  
Natural Products ◽  
Micro Scale ◽  
Cross Metathesis ◽  
Configurational Analysis

scholarly journals Metathesis Transformations of Natural Products: Cross-Metathesis of Natural Rubber and Mandarin Oil by Ru-Alkylidene Catalysts

Molecules ◽  
2012 ◽  
Vol 17 (5) ◽  
pp. 6001-6010 ◽  
Author(s):  
Araceli Martínez ◽  
Selena Gutiérrez ◽  
Mikhail A. Tlenkopatchev
Keyword(s):  
Natural Products ◽  
Natural Rubber ◽  
Cross Metathesis

Challenges in the configuration assignment of natural products. A case-selective perspective

2019 ◽  
Vol 36 (3) ◽  
pp. 476-489 ◽  
Author(s):  
Marialuisa Menna ◽  
Concetta Imperatore ◽  
Alfonso Mangoni ◽  
Gerardo Della Sala ◽  
Orazio Taglialatela-Scafati
Keyword(s):  
Natural Products ◽  
Case Study Approach ◽  
Study Approach ◽  
Configurational Analysis ◽  
Configuration Assignment

An overview by a case study approach on the currently available methods for the configurational analysis of natural products.

ChemInform Abstract: Cross-Metathesis in Natural Products Synthesis

ChemInform ◽  
2011 ◽  
Vol 42 (17) ◽  
pp. no-no
Author(s):  
Joelle Prunet ◽  
Laurence Grimaud
Keyword(s):  
Natural Products ◽  
Cross Metathesis ◽  
Natural Products Synthesis

scholarly journals The allylic chalcogen effect in olefin metathesis

2010 ◽  
Vol 6 ◽  
pp. 1219-1228 ◽  
Author(s):  
Yuya A Lin ◽  
Benjamin G Davis
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Olefin Metathesis ◽  
Chemical Biology ◽  
Positive Influence ◽  
Efficient Synthesis ◽  
Cross Metathesis ◽  
Allyl Sulfide ◽  
Hydroxy Groups ◽  
Allyl Sulfides

Olefin metathesis has emerged as a powerful tool in organic synthesis. The activating effect of an allylic hydroxy group in metathesis has been known for more than 10 years, and many organic chemists have taken advantage of this positive influence for efficient synthesis of natural products. Recently, the discovery of the rate enhancement by allyl sulfides in aqueous cross-metathesis has allowed the first examples of such a reaction on proteins. This led to a new benchmark in substrate complexity for cross-metathesis and expanded the potential of olefin metathesis for other applications in chemical biology. The enhanced reactivity of allyl sulfide, along with earlier reports of a similar effect by allylic hydroxy groups, suggests that allyl chalcogens generally play an important role in modulating the rate of olefin metathesis. In this review, we discuss the effect of allylic chalcogens in olefin metathesis and highlight its most recent applications in synthetic chemistry and protein modifications.

scholarly journals Model-Free Approach for the Configurational Analysis of Marine Natural Products

Marine Drugs ◽  
2021 ◽  
Vol 19 (6) ◽  
pp. 283
Author(s):  
Matthias Köck ◽  
Michael Reggelin ◽  
Stefan Immel
Keyword(s):  
Natural Products ◽  
Marine Natural Products ◽  
Distance Geometry ◽  
Manzamine A ◽  
Relative Configuration ◽  
Model Free ◽  
Configurational Analysis ◽  
Model Free Approach ◽  
Initial Starting ◽  
Synthetic Derivatives

The NMR-based configurational analysis of complex marine natural products is still not a routine task. Different NMR parameters are used for the assignment of the relative configuration: NOE/ROE, homo- and heteronuclear J couplings as well as anisotropic parameters. The combined distance geometry (DG) and distance bounds driven dynamics (DDD) method allows a model-free approach for the determination of the relative configuration that is invariant to the choice of an initial starting structure and does not rely on comparisons with (DFT) calculated structures. Here, we will discuss the configurational analysis of five complex marine natural products or synthetic derivatives thereof: the cis-palau’amine derivatives 1a and 1b, tetrabromostyloguanidine (1c), plakilactone H (2), and manzamine A (3). The certainty of configurational assignments is evaluated in view of the accuracy of the NOE/ROE data available. These case studies will show the prospective breadth of application of the DG/DDD method.

Production of unique natural products through micro-scale co-cultivation of marine bacteria

Planta Medica ◽  
2012 ◽  
Vol 78 (11) ◽  
Author(s):  
N Adnani ◽  
E Vazquez-Rivera ◽  
Y Hou ◽  
D Braun ◽  
TS Bugni
Keyword(s):  
Natural Products ◽  
Marine Bacteria ◽  
Micro Scale

Relay Cross Metathesis for the Ascent of the Terpenoids

2019 ◽  
Author(s):  
Karim Bahou ◽  
D. Christopher Braddock ◽  
Adam G. Meyer ◽  
G. Paul Savage ◽  
Zhensheng Shi
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Design And Implementation ◽  
Cross Metathesis ◽  
Naturally Occurring

We report the design and implementation of a relay cross metathesis (ReXM) reaction for the ascent of the terpenoids in an iterative protocol using naturally occurring terpenoid building blocks. The method is used for the synthesis of a diterpene-benzoate macrolide of biogenetic relevance to the bromophycolide family of natural products.

Sign in / Sign up

Export Citation Format

Share Document