Stereoselective synthesis of a highly oxygenated decahydrocyclopenta[g]chromene derivative: the common tricyclic framework of leucosceptrine and leucosesterterpenone

2015 ◽  
Vol 51 (28) ◽  
pp. 6108-6110 ◽  
Author(s):  
Hideki Abe ◽  
Yuri Horii ◽  
Megumi Hagiwara ◽  
Toyoharu Kobayashi ◽  
Hisanaka Ito
Keyword(s):  
Stereoselective Synthesis ◽  
Tricyclic Core ◽  
The Common

Stereoselective construction of the highly oxygenated decahydrocyclopenta[g]chromene skeleton, the tricyclic core of leucosceptrine and leucosesterterpenone, from Leucosceptrum canum, was achieved.

Stereoselective synthesis of the tricyclic core ABC-rings of nakadomarin and manzamine from a common intermediate

2002 ◽  
Vol 43 (6) ◽  
pp. 947-950 ◽  
Author(s):  
Philip Magnus ◽  
Mark R Fielding ◽  
Charles Wells ◽  
Vince Lynch
Keyword(s):  
Stereoselective Synthesis ◽  
Tricyclic Core

Synthesis of the Common Monomeric Unit of Uroleuconaphins and Viridaphins via Hauser–Kraus Annulation

Synthesis ◽  
2020 ◽  
Author(s):  
Kei Kitamura ◽  
Hinano Kanagawa ◽  
Chiharu Ozakai ◽  
Taichi Nishimura ◽  
Hayato Tokuda ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Optically Active ◽  
Monomeric Unit ◽  
The Common ◽  
Facile Preparation ◽  
Cyano Groups

A stereoselective synthesis of a pyranonaphthoquinone derivative found in aromatic polyketide-derived aphid pigments is reported herein. This approach features the anionic [4+2]-annulation of phthalides with a carbohydrate-derived optically active enone. Additional synthetic steps provide access to the monomer fragment of uroleuconaphins and viridaphins. The optimizations for a facile preparation of phthalides bearing sulfonyl or cyano groups are also studied.

Stereoselective synthesis of the common polyketide fragment of hoiamides

2012 ◽  
Vol 53 (32) ◽  
pp. 4087-4089 ◽  
Author(s):  
M. Seenaiah ◽  
S. Chandrasekhar
Keyword(s):  
Stereoselective Synthesis ◽  
The Common

Divergent Access to Histone Deacetylase Inhibitory Cyclopeptides via Late- Stage Cyclopropane Ring Cleavage Strategy. Short Synthesis of Chlamydocin

2019 ◽  
Author(s):  
Gabor Zoltan Elek ◽  
Kaur Koppel ◽  
Dzmitry Zubrytski ◽  
Nele Konrad ◽  
Ivar Järving ◽  
...  
Keyword(s):  
Natural Product ◽  
Histone Deacetylase ◽  
Late Stage ◽  
Stereoselective Synthesis ◽  
Cyclopropane Ring ◽  
Zinc Binding ◽  
Ring Cleavage ◽  
Inhibitory Peptides ◽  
Short Synthesis ◽  
The Common

We present a unified step-economical strategy to access histone deacetylase inhibitory peptides, based on late-stage installation of zinc-binding functionalities via the cleavage of the strained cyclopropane ring in the common pluripotent cyclopropanol precursor. The efficacy of the proposed diversity-oriented approch has been validated by short stereoselective synthesis of a natural product chlamydocin and a number of its analogs.<br>

Divergent Access to Histone Deacetylase Inhibitory Cyclopeptides via Late- Stage Cyclopropane Ring Cleavage Strategy. Short Synthesis of Chlamydocin

2019 ◽  
Author(s):  
Gabor Zoltan Elek ◽  
Kaur Koppel ◽  
Dzmitry Zubrytski ◽  
Nele Konrad ◽  
Ivar Järving ◽  
...  
Keyword(s):  
Natural Product ◽  
Histone Deacetylase ◽  
Late Stage ◽  
Stereoselective Synthesis ◽  
Cyclopropane Ring ◽  
Zinc Binding ◽  
Ring Cleavage ◽  
Inhibitory Peptides ◽  
Short Synthesis ◽  
The Common

We present a unified step-economical strategy to access histone deacetylase inhibitory peptides, based on late-stage installation of zinc-binding functionalities via the cleavage of the strained cyclopropane ring in the common pluripotent cyclopropanol precursor. The efficacy of the proposed diversity-oriented approch has been validated by short stereoselective synthesis of a natural product chlamydocin and a number of its analogs.<br>

A new stereoselective synthesis of (Z)-9-tricosene, the sex attractant of the common housefly

1985 ◽  
Vol 26 (3) ◽  
pp. 305-306 ◽  
Author(s):  
Alexander M. Moiseenkov ◽  
Bruno Schaub ◽  
Christian Margot ◽  
Manfred Schlosser
Keyword(s):  
Stereoselective Synthesis ◽  
Sex Attractant ◽  
The Common

scholarly journals Cyclobutane-Containing Scaffolds as Useful Intermediates in the Stereoselective Synthesis of Suitable Candidates for Biomedical Purposes: Surfactants, Gelators and Metal Cation Ligands

2019 ◽  
Vol 20 (18) ◽  
pp. 4333 ◽  
Author(s):  
Illa ◽  
Serra ◽  
Ardiaca ◽  
Herrero ◽  
Closa ◽  
...  
Keyword(s):  
Metal Cation ◽  
Biomedical Applications ◽  
Stereoselective Synthesis ◽  
Enantiomerically Pure ◽  
Amino Esters ◽  
Polydentate Ligands ◽  
The Common ◽  
Synthetic Methodologies ◽  
Cyclobutane Ring ◽  
Potential Use

Efficient and versatile synthetic methodologies are reported for the preparation of products that are suitable candidates to be used as surfactants, gelators for hydroxylic solvents or metal cation ligands, with potential use in several fields including biomedical applications. The common structural feature of all the synthesized products is the presence of a cis or trans-1,2- or cis-1,3-difunctionalized cyclobutane ring. In the two first cases, the key intermediates including enantiomerically pure 1,3-diamines and 1,3-amino alcohols have been prepared from β-amino acid derivatives obtained, in turn, from a chiral half-ester. This compound is also precursor of γ-amino esters. Furthermore, two kind of polydentate ligands have also been synthesized from a symmetric 1,5-diamine obtained from norpinic acid, which was easily prepared from commercial verbenone.

Sign in / Sign up

Export Citation Format

Share Document