Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

Intramolecular conjugate displacement (ICD) has been applied to the Morita–Baylis–Hillman adducts formed from (5S)-5-(l-menthyloxy)-2­(5H)-furanone and aldehydes that carry a protected β- or γ-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center α to nitrogen

Data for: Pool Boiling Enhancement through a Guidance Structure Mounted above Heating Surface

Two-phase flow patterns at 70°C saturation temperature for test sections without a guidance tube, with a straight guidance tube and with a trumpet guidance tube

Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

Intramolecular conjugate displacement (ICD) has been applied to the Morita–Baylis–Hillman adducts formed from (5<i>S</i>)-5-(<i>l</i>-menthyloxy)-2­(5<i>H</i>)-furanone and aldehydes that carry a protected β- or γ-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center α to nitrogen

Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

Intramolecular conjugate displacement (ICD) has been applied to the Morita–Baylis–Hillman adducts formed from (5<i>S</i>)-5-(<i>l</i>-menthyloxy)-2­(5<i>H</i>)-furanone and aldehydes that carry a protected β- or γ-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center α to nitrogen

Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

Intramolecular conjugate displacement (ICD) has been applied to the Morita–Baylis–Hillman adducts formed from (5<i>S</i>)-5-(<i>l</i>-menthyloxy)-2­(5<i>H</i>)-furanone and aldehydes that carry a protected β- or γ-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center α to nitrogen

Formation of Optically Pure Cyclic Amines by Intramolecular Conjugate Displacement

Intramolecular conjugate displacement (ICD) has been applied to the Morita–Baylis–Hillman adducts formed from (5<i>S</i>)-5-(<i>l</i>-menthyloxy)-2­(5<i>H</i>)-furanone and aldehydes that carry a protected β- or γ-amino group. DIBAL-H reduction of the resulting ICD products releases optically pure six- or seven-membered cyclic amines having a stereogenic center α to nitrogen

A General Route to 1,3′-Bipyrroles

A general method is described for the synthesis of 1,3′-bipyrroles. The route involves constructing a pyrrole ring on the nitrogen of a substituted 1<i>H</i>-pyrrole, so as to generate the 1,3′-bipyrrole. In this approach the nitrogen of the starting pyrrole was alkylated with a special Michael acceptor having an allylic leaving group, and the product was then modified in such a way that the second pyrrole ring could be formed by a Paal–Knorr reaction. Two variants of this sequence were examined, one of which led to formation of a 3-hydroxypyridine instead of the second pyrrole ring; the other variant used phenacyl bromide instead of the special Michael acceptor

A General Route to 1,3′-Bipyrroles

A general method is described for the synthesis of 1,3′-bipyrroles. The route involves constructing a pyrrole ring on the nitrogen of a substituted 1H-pyrrole, so as to generate the 1,3′-bipyrrole. In this approach the nitrogen of the starting pyrrole was alkylated with a special Michael acceptor having an allylic leaving group, and the product was then modified in such a way that the second pyrrole ring could be formed by a Paal–Knorr reaction. Two variants of this sequence were examined, one of which led to formation of a 3-hydroxypyridine instead of the second pyrrole ring; the other variant used phenacyl bromide instead of the special Michael acceptor

A General Route to 1,3′-Bipyrroles

A general method is described for the synthesis of 1,3′-bipyrroles. The route involves constructing a pyrrole ring on the nitrogen of a substituted 1<i>H</i>-pyrrole, so as to generate the 1,3′-bipyrrole. In this approach the nitrogen of the starting pyrrole was alkylated with a special Michael acceptor having an allylic leaving group, and the product was then modified in such a way that the second pyrrole ring could be formed by a Paal–Knorr reaction. Two variants of this sequence were examined, one of which led to formation of a 3-hydroxypyridine instead of the second pyrrole ring; the other variant used phenacyl bromide instead of the special Michael acceptor

Conversion of 1,4-Diketones into <i>para</i>-Disubstituted Benzenes

Reaction of acetylides with aldehydes to form but-2-yne-1,4-diols, followed by triple bond reduction and oxidation of the hydroxyl groups, gives 1,4-diketones; these react with vinyllithium, and the resulting diols undergo ring-closing metathesis to form 2-cyclohexene-1,4-diols. Dehydration, usually by acid treatment, then gives benzenes carrying substituents in a 1,4 relationship. Use of substituted vinyllithiums provides further substitution on the final benzene rings. The method can be applied to the synthesis of C5-aryl carbohydrates