scholarly journals A Common Precursor Approach to Structurally Diverse Natural Products: The Synthesis of the Core Structure of (±)-Clausenamide and the Total Synthesis of (±)-Hyalodendrin

2015 ◽  
Vol 2015 (34) ◽  
pp. 7438-7442 ◽  
Author(s):  
Blanka R. Szulc ◽  
Bruno C. Sil ◽  
Arnaud Ruiz ◽  
Stephen T. Hilton
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Core Structure ◽  
The Core ◽  
Common Precursor

Stereoselective Access to the Core Structure of Macroline-Type Indole Alkaloids: Total Synthesis of Macroline and Alstomicine

2018 ◽  
Vol 20 (16) ◽  
pp. 4782-4786 ◽  
Author(s):  
Vilas D. Kadam ◽  
Sridhara Shanmukha Rao B. ◽  
S. K. Mahesh ◽  
Mithun Chakraborty ◽  
S. Phani Babu Vemulapalli ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Indole Alkaloids ◽  
Core Structure ◽  
The Core

scholarly journals Expedient Access to Enantiopure Cyclopentanic Natural Products: Total Synthesis of (-)-Cyclonerodiol

2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000
Author(s):  
Carmen Pérez Morales ◽  
M. Mar Herrador ◽  
José F. Quílez del Moral ◽  
Alejandro F. Barrero
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Radical Cyclization ◽  
Formal Synthesis ◽  
Common Precursor ◽  
Enantiospecific Synthesis ◽  
Optically Pure

Following the principles of collective total synthesis, a number of natural products sharing an optically pure, multifunctional, cyclopentanic core were synthesized from a common precursor: plinol A (1). This intermediate was efficiently obtained in only four steps from (-)-linalool (2) using as the key step a Ti(III)-mediated diastereoselective radical cyclization. The feasibility of this approach was confirmed with the expedient enantiospecific synthesis of cyclonerodiol (3), and the formal synthesis of chocol G (4) and piperitone (5).

scholarly journals Recent Advances in Organocatalyzed Asymmetric Synthesis of Benzopyran and Benzodihydropyran (Chromane) Nuclei

Symmetry ◽  
2019 ◽  
Vol 11 (12) ◽  
pp. 1510
Author(s):  
Renato Dalpozzo ◽  
Raffaella Mancuso
Keyword(s):  
Natural Products ◽  
Asymmetric Synthesis ◽  
Organic Synthesis ◽  
Building Blocks ◽  
Core Structure ◽  
The Core ◽  
Recent Advances ◽  
Set Up

Benzopyran and benzodihydropyran (chromane) nuclei are the core structure of many natural products, in particular flavonoids. Many compounds possessing this structure are nutraceuticals, pharmaceutical nutrients. Therefore, benzopyran and chromane scaffolds are important building blocks in organic synthesis and many efforts have been made to set up efficient methods for their synthesis. In particular, asymmetric methods are of great importance, being natural products, and generally chiral substances. This review aims to cover literature in the range 2017–first half of 2019.

Total synthesis of the complex taxane diterpene canataxpropellane

Science ◽  
2020 ◽  
Vol 367 (6478) ◽  
pp. 676-681 ◽  
Author(s):  
Fabian Schneider ◽  
Konstantin Samarin ◽  
Simone Zanella ◽  
Tanja Gaich
Keyword(s):  
Total Synthesis ◽  
Anticancer Agent ◽  
Alder Reaction ◽  
Diels Alder ◽  
Core Structure ◽  
Natural Sources ◽  
The Core ◽  
Diels Alder Reaction ◽  
Cyclobutane Ring ◽  
Quaternary Carbons

Canataxpropellane belongs to the medicinally important taxane diterpene family. The most prominent congener, Taxol, is one of the most commonly used anticancer agent in clinics today. Canataxpropellane exhibits a taxane skeleton with three additional transannular C–C bonds, resulting in a total of six contiguous quaternary carbons, of which four are located on a cyclobutane ring. Unfortunately, isolation of canataxpropellane from natural sources is inefficient. Here, we report a total synthesis of (–)-canataxpropellane in 26 steps and 0.5% overall yield from a known intermediate corresponding to 29 steps from commercial material. The core structure of the (–)-canataxpropellane (2) was assembled in two steps using a Diels–Alder/ortho-alkene-arene photocycloaddition sequence. Enantioselectivity was introduced by designing chiral siloxanes to serve as auxiliaries in the Diels–Alder reaction.

Studies toward the total synthesis of the variolins: rapid entry to the core structure

2001 ◽  
Vol 42 (2) ◽  
pp. 311-313 ◽  
Author(s):  
Regan J Anderson ◽  
Jonathan C Morris
Keyword(s):  
Total Synthesis ◽  
Core Structure ◽  
The Core

ChemInform Abstract: Studies Toward the Total Synthesis of the Variolins: Rapid Entry to the Core Structure.

ChemInform ◽  
2001 ◽  
Vol 32 (16) ◽  
pp. no-no
Author(s):  
Regan J. Anderson ◽  
Jonathan C. Morris
Keyword(s):  
Total Synthesis ◽  
Core Structure ◽  
The Core

scholarly journals Efficient synthesis of bis(indolyl)methanes by the alkylation of indoles with alcohols using heterogeneous CuFe2O4 catalyst

2021 ◽  
Vol 10 (3) ◽  
pp. 98-104
Author(s):  
Tuan Ha Minh ◽  
Yen Bui Hoang ◽  
Khanh Nguyen Ngoc ◽  
Thuan Ngo Thi ◽  
Hung Tran Quang ◽  
...  
Keyword(s):  
Natural Products ◽  
Catalytic Activity ◽  
Heterogeneous Catalyst ◽  
Core Structure ◽  
Efficient Synthesis ◽  
Active Compounds ◽  
The Core ◽  
Highly Efficient ◽  
Pharmacologically Active ◽  
Pharmacologically Active Compounds

Bis(3-indolyl)methanes (BIM) are highly valuable and appear in the core structure of many natural products and pharmacologically active compounds (anticancer, anti-inflammatory, antiobesity, antimetastatic, antimicrobial, etc.). Herein, we have disclosed an air stable and highly efficient CuFe2O4 heterogeneous catalyst for alkylation of indoles with alcohols to give bis(3-indolyl)methanes in very good yields. The CuFe2O4 catalyst has been found to be magnetically recycled at least five times without losing significant catalytic activity.

Recent advances in the catalytic synthesis of 3-aminooxindoles: an update

2020 ◽  
Vol 18 (25) ◽  
pp. 4692-4708 ◽  
Author(s):  
Jasneet Kaur ◽  
Banni Preet Kaur ◽  
Swapandeep Singh Chimni
Keyword(s):  
Natural Products ◽  
Catalytic Synthesis ◽  
Biologically Active Compounds ◽  
Core Structure ◽  
Biologically Active ◽  
Active Compounds ◽  
The Core ◽  
Recent Advances

3-Substituted-3-aminooxindoles are versatile scaffolds and these motifs constitute the core structure of number of natural products and biologically active compounds.

scholarly journals Kinetic Resolution in Transannular Morita-Baylis-Hillman Reaction: An Approximation to the Synthesis of Sesquiterpenes from Guaiane Family

Catalysts ◽  
2022 ◽  
Vol 12 (1) ◽  
pp. 67
Author(s):  
Raquel Mato ◽  
Rubén Manzano ◽  
Efraím Reyes ◽  
Liher Prieto ◽  
Uxue Uria ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Kinetic Resolution ◽  
Core Structure ◽  
Formal Synthesis ◽  
The Core

An approximation to the synthesis of several sesquiterpenes from the Guaiane family is described in which the core structure was obtained through a transannular Morita-Baylis-Hillman reaction performed under kinetic resolution. Several manipulations of the obtained MBH adduct have been carried out directed towards the total synthesis of γ-Gurjunene, to the formal synthesis of Clavukerin A, to the synthesis of a non-natural isomer of isoguaiane and to the synthesis of an advanced intermediate in the total synthesis of Palustrol.

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