Synthesis of (-)-(6R,10R)-matsuone. Assignment of relative stereochemistry to a pheromone of Matsucoccus pine bast scales

1991 ◽  
Vol 56 (9) ◽  
pp. 2953-2955 ◽  
Author(s):  
Charles L. Cywin ◽  
Francis X. Webster ◽  
James Kallmerten
Keyword(s):  
Relative Stereochemistry ◽  
Pine Bast Scales

Epimers l- and d-Phenylseptin: How the relative stereochemistry affects the peptide-membrane interactions

2021 ◽  
pp. 183708
Author(s):  
Victor H.O. Munhoz ◽  
Carolina S. Ferreira ◽  
Lucio O. Nunes ◽  
Talita L. Santos ◽  
Christopher Aisenbrey ◽  
...  
Keyword(s):  
Membrane Interactions ◽  
Relative Stereochemistry

Synthesis and Relative Stereochemistry of the A- and F-Rings of Goniodomin A.

ChemInform ◽  
2007 ◽  
Vol 38 (43) ◽  
Author(s):  
Kenshu Fujiwara ◽  
Jota Naka ◽  
Takahiro Katagiri ◽  
Daisuke Sato ◽  
Hidetoshi Kawai ◽  
...  
Keyword(s):  
Relative Stereochemistry

scholarly journals Asymmetric Synthesis of the C15–C32 Fragment of Alotamide and Determination of the Relative Stereochemistry

Marine Drugs ◽  
2018 ◽  
Vol 16 (11) ◽  
pp. 414 ◽  
Author(s):  
Hao-yun Shi ◽  
Yang Xie ◽  
Pei Hu ◽  
Zi-qiong Guo ◽  
Yi-hong Lu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Nmr Spectra ◽  
Calcium Influx ◽  
Aldol Reaction ◽  
13C Nmr Spectra ◽  
Marine Cyanobacterium ◽  
Relative Stereochemistry ◽  
Key Steps ◽  
Relative Structure

Alotamide is a cyclic depsipetide isolated from a marine cyanobacterium and possesses a unique activation of calcium influx in murine cerebrocortical neurons (EC50 4.18 µM). Due to its limited source, the three stereocenters (C19, C28, and C30) in its polyketide fragment remain undetermined. In this study, the first asymmetric synthesis of its polyketide fragment was achieved. Four relative possible diastereomers were constructed with a boron-mediated enantioselective aldol reaction and Julia–Kocienski olefination as the key steps. Comparison of 13C NMR spectra revealed the relative structure of fragment C15–C32 of alotamide.

A non-stereospecific synthesis of (±)-davanone

1970 ◽  
Vol 23 (9) ◽  
pp. 1811 ◽  
Author(s):  
AJ Birch ◽  
JET Corrie ◽  
Rao GSR Subba
Keyword(s):  
Carboxylic Acids ◽  
Stereospecific Synthesis ◽  
Inactive Form ◽  
Relative Stereochemistry ◽  
Steric Control

A synthesis of the optically inactive form of the natural sesquiterpene davanone (1)together with three stereoisomers has been carried out as in Scheme. Although not subject to steric control, the synthesis confirms the structure of davanone, and leads to the suggestion that the relative stereochemistry may be that shown in (16). The preparation and some reactions with carboxylic acids of 3-methylbut-2-enyllithium are described.

scholarly journals Stereoselective synthesis and transformation of pinane-based 2-amino-1,3-diols

2021 ◽  
Vol 17 ◽  
pp. 983-990
Author(s):  
Ákos Bajtel ◽  
Mounir Raji ◽  
Matti Haukka ◽  
Ferenc Fülöp ◽  
Zsolt Szakonyi
Keyword(s):  
Alkaline Hydrolysis ◽  
Stereoselective Synthesis ◽  
2D Nmr ◽  
Ring Closure ◽  
Spectroscopic Techniques ◽  
Reductive Alkylation ◽  
X Ray ◽  
Relative Stereochemistry ◽  
Hydrolysis Of

A library of pinane-based 2-amino-1,3-diols was synthesised in a stereoselective manner. Isopinocarveol prepared from (−)-α-pinene was converted into condensed oxazolidin-2-one in two steps by carbamate formation followed by a stereoselective aminohydroxylation process. The relative stereochemistry of the pinane-fused oxazolidin-2-one was determined by 2D NMR and X-ray spectroscopic techniques. The regioisomeric spiro-oxazolidin-2-one was prepared in a similar way starting from the commercially available (1R)-(−)-myrtenol (10). The reduction or alkaline hydrolysis of the oxazolidines, followed by reductive alkylation resulted in primary and secondary 2-amino-1,3-diols, which underwent a regioselective ring closure with formaldehyde or benzaldehyde delivering pinane-condensed oxazolidines. During the preparation of 2-phenyliminooxazolidine, an interesting ring–ring tautomerism was observed in CDCl3.

scholarly journals Metal Free Amino-Oxidation of Electron Rich Alkenes Mediated by an Oxoammonium Salt

2020 ◽  
Author(s):  
Alexandra Millimaci ◽  
Rowan Meador ◽  
Sara Dampf ◽  
John D. Chisholm
Keyword(s):  
Transition Metal ◽  
Solvent Effects ◽  
Free Amino ◽  
Oxidation Products ◽  
Direct Transition ◽  
Metal Free ◽  
Mild Conditions ◽  
Relative Stereochemistry ◽  
Oxoammonium Salt

<div> <div> <div> <p>4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (Bobbitt’s salt) effectively activates electron rich alkenes and promotes the addition of anilines. This transformation provides a direct, transition metal free method for amino-oxidation of alkenes under mild conditions. The relative stereochemistry of the amino-oxidation is influenced by solvent effects, with both the syn and anti amino-oxidation products being accessible from identical starting materials. </p> </div> </div> </div>

On the relative stereochemistry of atomaric acid and related compounds

Tetrahedron ◽  
2003 ◽  
Vol 59 (12) ◽  
pp. 2059-2062 ◽  
Author(s):  
Enrique Dorta ◽  
Ana R Dı́az-Marrero ◽  
Mercedes Cueto ◽  
José Darias
Keyword(s):  
Relative Stereochemistry ◽  
Related Compounds
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