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Chemistry

Selected Works

Ram S. Mohan

2010

Articles 1 - 6 of 6

Full-Text Articles in Physical Sciences and Mathematics

Bismuth(Iii) Triflate Catalyzed Allylation Of Cyclic Acetals And Dithianes Followed By In Situ Derivatization To Generate Highly Functionalized Esters, Ram Mohan, Scott Krabbe, Matthew Spafford Dec 2009

Bismuth(Iii) Triflate Catalyzed Allylation Of Cyclic Acetals And Dithianes Followed By In Situ Derivatization To Generate Highly Functionalized Esters, Ram Mohan, Scott Krabbe, Matthew Spafford

Ram S. Mohan

No abstract provided.

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Bismuth Compounds In Organic Synthesis: Synthesis Of Dioxanes, Dioxepines, And Dioxolanes Catalyzed By Bismuth(Iii) Triflate, Ram Mohan, Daniel Podgorski, Scott Krabbe, Long Le, Paul Sierszulski Dec 2009

Bismuth Compounds In Organic Synthesis: Synthesis Of Dioxanes, Dioxepines, And Dioxolanes Catalyzed By Bismuth(Iii) Triflate, Ram Mohan, Daniel Podgorski, Scott Krabbe, Long Le, Paul Sierszulski

Ram S. Mohan

A simple method for the synthesis of l,3-dioxolanes from carbonyl compounds has been developed using l,2-bis(trimethylsilyloxy) ethane in the presence of bismuth (III) triflate as a catalyst. The bismuth(III) triflate catalyzed synthesis of a range of dioxanes and dioxepines has also been developed. In these latter cases, the carbonyl compound is treated with a diol, and triethyl orthoformate is used as a water scavenger. All these methods avoid the use of a Dean-Stark trap.

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A Mild And Chemoselective Method For The Deprotection Of Tert-Butyldimethylsilyl (Tbdms) Ethers Using Iron(Iii) Tosylate As A Catalyst, Ram S. Mohan, Jason M. Bothwell, Veronica V. Angeles, James P. Carolan, Margaret E. Olson Dec 2009

A Mild And Chemoselective Method For The Deprotection Of Tert-Butyldimethylsilyl (Tbdms) Ethers Using Iron(Iii) Tosylate As A Catalyst, Ram S. Mohan, Jason M. Bothwell, Veronica V. Angeles, James P. Carolan, Margaret E. Olson

Ram S. Mohan

The most common method for the deprotection ofTBDMS ethers utilizes stoichiometric amounts of tetrabutylammonium fluoride, n-Bu4N+F(TBAF), which is highly corrosive and toxic. We have developed a mild and chemoselective method for the deprotection ofTBDMS, TES, and TIPS ethers using iron(III) tosylate as a catalyst. Phenolic TBDMS ethers, TBDPS ethers and the BOC group are not affected under these conditions. Iron(III) tosylate is an inexpensive, commercially available, and non-corrosive reagent.

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Iron(Iii) Tosylate-Catalyzed Deprotection Of Aromatic Acetals In Water, Ram S. Mohan, Margaret E. Olson, James P. Carolan, Michael V. Chiodo, Phillip R. Lazzara Dec 2009

Iron(Iii) Tosylate-Catalyzed Deprotection Of Aromatic Acetals In Water, Ram S. Mohan, Margaret E. Olson, James P. Carolan, Michael V. Chiodo, Phillip R. Lazzara

Ram S. Mohan

The deprotection of aromatic as well as conjugated acetals and ketals in water is catalyzed by iron(III) tosylate (1.0–5.0 mol %). Iron(III) tosylate is an inexpensive and readily available catalyst. The use of water, the most environmentally benign solvent, makes this procedure especially attractive for acetal deprotection.

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In Your Element: Green Bismuth, Ram S. Mohan Dec 2009

In Your Element: Green Bismuth, Ram S. Mohan

Ram S. Mohan

No abstract provided.

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Bismuth(Iii) Bromide In Organic Synthesis. A Catalytic Method For The Allylation Of Tetrahydrofuranyl And Tetrahydropyranyl Ethers, Ram S. Mohan, Scott W. Krabbe, Veronica V. Angeles Dec 2009

Bismuth(Iii) Bromide In Organic Synthesis. A Catalytic Method For The Allylation Of Tetrahydrofuranyl And Tetrahydropyranyl Ethers, Ram S. Mohan, Scott W. Krabbe, Veronica V. Angeles

Ram S. Mohan

A bismuth bromide-catalyzed (10.0 mol %) multicomponent reaction involving the allylation of THF- and THP-ethers, followed by in situ derivatization with acetic anhydride to generate highly functionalized esters has been developed under solvent-free conditions. To the best of our knowledge, this is the first report of a catalytic procedure for the allylation of THF- and THP-ethers to yield ring-opened products.

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