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A Practical Synthesis of 3,3‐Difluorocyclobutane Carboxylic Acid


22 Feb 2017

Steven P. Cummings, Post-Doc

This communication was outstanding in providing a vast improvement to a very dangerous and potentially synthetically challenging method in obtaining 3,3-difluorocyclobutane carboxylic acid.  Ultimately the synthesis provided greater yields, easier workups,...

(3)

Sulfonated Schiff base dinuclear and polymeric copper( ii ) complexes: crystal structures, magnetic properties and catalytic application in Henry reaction


24 Dec 2016

More aldehydes need to be tested for reproducibility

Summary:

This paper describes the synthesis of dinuclear and polymeric copper complexes of a sulfonated Schiff base ligand, 2-(2-pyridylmethyleneamino)benzenesulfonic acid. Also described, are the crystal structures, magnetic properties and catalytic...

(1)

Asymmetric synthesis of (−)-α-conhydrine


09 Dec 2016

Exp. Modification Necessary to Address Variable Yield

In one of my recent projects, I need find a method to convert diethyl malonate-d2 into 3-bromopropanol-d6. Following a literature reported procedure (Eur. J. Org. Chem. 2011, 3339–3346), diethyl malonate-d2 underwent lithium aluminum deuteride (LAD) reduction...

(2)

Stereoselective Synthesis of 3-Hydroxyproline Benzyl Esters fromN-Protected β-Aminoaldehydes and Benzyl Diazoacetate


19 Dec 2016

Adaptations Necessary to Improve Published Syntheses

This review addresses the published preparation of compound 10c as listed in JOC 69, 4361 (2004).  The stated preparation utilizes the inexpensive, commercially available diol, 6c.  The preparation begins by combining the diol with one equivalent of TESCl in...

(2)

Synthesis of 9-(2-Deoxy-2-fluoro-.BETA.-D-arabinofuranosyl)adenine Bearing a Selectively Removable Protecting Group.


01 Nov 2016

Synthesis of 2'-fluorinated nucleosides

The article presents a facile and practical method to prepare fluorinated nucleosides, which are known for antitumor and antiviral activity, through introducing fluorine at the up-side of the 2’-carbon of nucleosides.

 

Particularly, I used this...

(2)

O-(diphenylphosphinyl)hydroxylamine: preparation and some characteristic chemical reactions


19 Dec 2016

Adequate Synthesis; Improved Preparation Has Been Reported

This reaction was repeated to prepare O-diphenylphosphinyl hydroxylamine as this compound was reported to be a "less explosive" electrophilic aminating agent.  Note:  a recent improved preparation has been reported.  (DSC measurements of the isolated compound...

(2)

Bithiophene-Imide-Based Polymeric Semiconductors for Field-Effect Transistors: Synthesis, Structure−Property Correlations, Charge Carrier Polarity, and Device Stability


17 Feb 2017

Reliable Experimental

Synthesized 4,4’-didodecyl-2,2’-bithiophene (2b), and a similar compound 4,4’-dihexyl-2,2’-bithiophene (dhexbTH) following the procedure for the synthesis of 2a and 2b (given in supporting info.).

The yield for the synthesis of pure 2b was 50 %, which is...

(2)

Rapid and Green Synthesis of some Benzothiazole-, Benzimidazole- and Benzoxazole-2-thiol Derivatives Using Copper Sulfate in Aqueous Media


09 Mar 2017

Reproducible method. Certain aspects can be improved.

Summary:

An easy, green, efficient and simple for synthesis of derivatives of benzimidazole-, benzothiazole- and benzoxazole-2-thiol has been described. Although previous methods are available in literature for synthesis of such compounds, this method...

(1)

On a new synthesis of sterpurene and the bioactivity of some related Chondrostereum purpureum sesquiterpene metabolites


09 Dec 2016

Reliable procedure but modifications helpful

The article by Strunz and co-workers reported a total synthesis of sterpurene and the bioactivity of some related sesquiterpene metabolites.

I am particularly interested in the preparation of intermediate 14 (4-step synthesis, Scheme 3) since it could...

(1)

Hydroboration. 97. Synthesis of New Exceptional Chloroborane−Lewis Base Adducts for Hydroboration. Dioxane−Monochloroborane as a Superior Reagent for the Selective Hydroboration of Terminal Alkenes†


09 Dec 2016

Equivalency of reagents key for successful synthesis

Review: Synthesized the same compound of Dioxane-Monochloroborane by the reaction of Sodium Borohydride with Dioxane-borontrichloride (experimental section, Page 5364). I found the equivalency of the reagents is very important for this reaction. The reaction...

(1)

Butane 2,3-Bisacetal Protection of Vicinal Diequatorial Diols


09 Dec 2016

Clear, Detailed Paper

After searching for an alternate protecting group for the protection of cis-dihydrocatechols, it was found that the butane-bisacetals were more resilient to hydrolysis. This is crucial when protecting group stabiity is required for acetals that are exposed to...

(2)

Efficient, one-pot syntheses of biologically active α-linked glycolipids


09 Dec 2016

Adjustments needed to increase efficiency of methodology

The methodology described in this article is very valuable for scientists working with glycosphingolipids. It provided a one-pot syntheses of alpha-linked glycolipids with the possibility of using substrates with unsaturations in the fatty acid side...

(1)

No Title


13 Mar 2021

Ca2+ MCU, Insight into Ca2+ Affect on Cone Apoptosis

I came across this article by Hutto et al. while investigating the effects of mutant rdgB gene within the PITP domain of the Drosophila genome. The rdgB protein is responsible for Ca2+ storage for use in the phototransduction cascade; however our data showed...

(1)

Synthesis, Characterization, and Catalase Activity of a Water-Soluble diMnIIIComplex of a Sulphonato-Substituted Schiff Base Ligand: An Efficient Catalyst for H2O2Disproportionation


09 Dec 2016

Good experimental, though extended rxn time beneficial

This paper describes synthesis, characterization, and catalase activity of a water-soluble diMn(III) complex of a sulphonato-substituted Schiff-base ligand. DiMn(III) complex is highly efficient to disproportionate hydrogen peroxide in basic aqueous solutions...

(2)

Fluorescence Studies of Poly(p-phenyleneethynylene)s: The Effect of Anthracene Substitution


16 Feb 2017

Reproducible Synthesis

Swager et al reported the synthesis and fluorescence studies of poly(p-phenyleneethynylene)s. The experimental section, they made 4 different alkoxybenzenes using p-hydroquinone. I used this paper as a reference to synthesis a series of molecules:...

(3)

N-Heterocyclic Carbene-Catalyzed [3+4] Cycloaddition and Kinetic Resolution of Azomethine Imines


09 Dec 2016

Suggestions for Improvement

The authors describe the syntheses of several optically pure [3+4] cycloaddition product from the reaction of racemic azomethine imines and enals using indanol-derived catalyst D having N-mesityl substituent.  This work pertains to the development of...

(1)

PtCl 2 -Catalyzed Rearrangement of Methylenecyclopropanes


17 Feb 2017

Good for Aldehydes, Modification for Ketone Substrates

This communication by Furstner and co-worker reported a novel rearrangement of methylenecyclopropanes 3 for the construction of variously substituted cyclobutenes and derivatives.

I am particularly interested in the preparation of cyclopropylidene bearing...

(9)

N,N‘-Ditosylhydrazine:  A Convenient Reagent for Facile Synthesis of Diazoacetates†


23 Feb 2017

Reproducible, but Yields Lower Than Described

Summary:

An efficient method for the synthesis of diazoacetates from the coresponding bromoacetates and N,N'-ditosylhydrazine has been described. In fact, diazoacetates can be prepared from various alcohols by acylation with bromoacetyl bromide, followed by...

(9)

Synthesis of 9-(2-deoxy-2-fluoro--D-arabinofuranosyl)adenine bearing a selectively removable protecting group


01 Nov 2016

Synthesis of 2'-fluorinated Adenosine

The article presents a facile and practical method to prepare fluorinated nucleosides, which are known for antitumor and antiviral activity, through introducing fluorine at the up-side of the 2’-carbon of nucleosides.

Particularly, I used this synthetic...

(4)

Markovnikov Alkyne Hydrosilylation Catalyzed by Ruthenium Complexes


24 Dec 2016

trans-hydrosilylation internal alkynes: notes/modifications

Summary:

Trost and Ball discovered the efficient Ru-catalyst for Markovnikov hydrosilylation of terminal alkynes as well as trans-hydrosilylation of internal alkynes. This reaction is the only general method for accessing geminal alkenylsilanes via ...

(5)