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Organic chemistry: SN2 and SN1 reactions

Organic chemistry: “”. How to make and alkyl (). Reactions of and alkyl (with solvents, and , and ). Synthesis problems—using radical , E2, SN2, oxidation (PCC), and for synthesis. The “” technique for solving synthesis problems.

Organic chemistry: “”. of alcohols (PBr3, SOCl2). (, alkyl , ). Using the technique to solve synthesis problems involving (Gilman reagents).

Only a few examples of an enantioselective synthesis of (S)-Nicotine have been reported.

Organic chemistry: Three types of SN2 reaction

Organic chemistry: “SN2, SN1, E2, and E1 reactions”

A highly regioselective synthetic method based on the domino Diels-Alder/retro-Diels-Alder reaction (DA/RDA) of 1,3-dienic δ-sultones with alkynes provides substituted m-terphenyls by elimination of SO3. A variety of δ-sultones and alkynes were examined to determine the scope of the reaction. The de novo synthesized aromatic products were obtained using thermal, microwave, and high-pressure activation.

N2 - A highly regioselective synthetic method based on the domino Diels-Alder/retro-Diels-Alder reaction (DA/RDA) of 1,3-dienic δ-sultones with alkynes provides substituted m-terphenyls by elimination of SO3. A variety of δ-sultones and alkynes were examined to determine the scope of the reaction. The de novo synthesized aromatic products were obtained using thermal, microwave, and high-pressure activation.

Organic chemistry: “More on SN2, SN1, E2, and E1 reactions”

Asymmetric synthesis, carbon-carbon bond cleavage, Claisen reaction, coordination chemistry, homogeneous catalysis, ketones, natural-product synthesis, retro reactions, retro-Claisen reaction, synthetic methodology.

Organic chemistry: “Radical  reactions”.

Organic chemistry: “ of alkenes”. addition reactions. Addition of OsO4 (osmium ) to achieve . Using to achieve anti . A synthesis problem. The synthetic toolbox. When does hindrance block one face of a planar intermediate?

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Organic chemistry: “Retro Diels-Alder reaction”.


Organic chemistry: “ reactions”.

Organic chemistry: “Hydrogenation and ”. addition reactions. Problems involving degrees of and hydrogenation (addition of H2). E/Z naming of alkenes. Problems involving addition of X2 (). Forming alkenes from alcohols via E1 (dehydration with H2SO4) or E2.

Organic chemistry: “Synthetic strategies for substituted benzenes”. S

Organic chemistry: “Alkenes: addition of , BH3, X2”. addition reactions. Addition of H2 (hydrogenation). Addition of , with or without peroxides. Addition of BH3 to get alcohols (-oxidation). Addition of X2.

Ritter Reaction - Organic chemistry

Organic chemistry: “Addition to alkenes: H2, HX, H2O”. addition reactions. Addition of H2 (hydrogenation). additions: addition of HX (); addition of H2SO4, H2O (hydration); addition of H2SO4, ROH. Addition of HX in presence of ROOR (radical addition using peroxide initiator). : vs. anti-

Diels-Alder Reaction - Organic chemistry

Organic chemistry: “ synthesis and reactions”. of carbons; acidity of alkynes; use of anions as for SN2 reactions and for attack on (). synthesis from by double elimination; synthesis from alkenes by -double . reactions. Hydrogenation of alkynes; hydrogenation of with catalyst to form alkenes; sequential one-electron reduction of alkynes with sodium metal to form trans alkenes. addition of HX to alkynes; addition of X2 to alkynes (). ; ; mercuric ion-catalyzed hydration of alkynes to form

the Retro-Claisen Reaction and Its Synthetic ..

Organic chemistry: “Ethers”. Ethers. Williamson ether synthesis (preparation of ethers via SN2); . Digression on how to remember the -Lowry and Lewis definitions of acids and bases. Cleavage of ethers with (HX). Effect of positive formal charges on reactivity. Effect of acid or base on reactivity.

Ritter Reaction - Organic Chemistry Portal

Organic chemistry: “Alcohols, oxidation, and reduction”. Oxidation of alcohols (PCC). Reduction of and with to form alcohols. Synthesis with . Reduction of with NaBH4 or LiAlH4 to form alcohols.

Strecker Synthesis - Organic Chemistry Portal

Organic chemistry: “ aromatic substitution”. aromatic substitution of benzene. Substitution through intermediates. Summary of methods for synthesis of phenols. oxidation to carboxylic acids; synthesis problems involving oxidation. Radical

Diels-Alder Reaction - Organic Chemistry Portal

Organic chemistry: “Introduction to Grignard reagents”. Reaction of Grignard reagents as bases with solvents. Reaction of as with and . Introduction to synthesis with .

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