Birch reduction of aromatic compounds / by Akhrem, Afanasii A, Reshetova, Irina Grigorevna, 1934-, Titov, Yurii Andreevich

Subjects: “…Birch reduction…”

The stereoselective birch reduction of pyrroles by Donohoe, T, Guyo, P, Helliwell, M

“…The Birch reduction has been applied to electron-deficient pyrroles substituted with a chiral auxiliary at the C-2 position. …”

Birch reduction of nitrogen-containing heterocycles by Donohoe, T, Guyo, P, Harji, R

Birch Reduction of Electron-Deficient Pyrroles. by Donohoe, T, Guyo, P

The birch reduction of 3-substituted pyrroles by Donohoe, T, Guyo, P, Harji, R, Helliwell, M, Cousins, R

“…The Birch reduction of electron-deficient 3-substituted pyrroles is described. …”

Silyl substituted furans in the stereoselective Birch reduction by Donohoe, T, Guillermin, J, Calabrese, A, Walter, D

“…Chiral derivatives of 3-silyl-2-furoic acid were prepared and subjected to a Birch reductive alkylation reaction. It was found that the presence of a silicon atom, ortho to the chiral auxiliary, enabled the synthesis of dihydrofurans with high levels of stereoselectivity. …”

The partial reduction of heterocycles: an alternative to the Birch reduction by Donohoe, T, Harji, R, Cousins, R

Synthesis of substituted piperidines by the birch reduction of aromatic heterocycles. by McRiner, A, Donohoe, T

Stereoselectivity in the birch reduction of 2-furoic acid derivatives by Donohoe, T, Helliwell, M, Stevenson, C, Ladduwahetty, T

“…The preparation and Birch reduction of chiral 3-methyl-2-furoic acid derivatives is described. …”

The birch reduction of 3-substituted and 3,4-disubstituted pyrroles. by Harji, R, Donohoe, T

Rearrangement of pyrrolines derived from the Birch reduction of electron-deficient pyrroles: radical ring-expansion to substituted tetrahydropyridines. by Turner, P, Donohoe, T, Cousins, R

“…Access to the synthetically important tetrahydropyridine motif has been achieved by radical rearrangement of pyrrolines obtained from the Birch reduction of electron-deficient pyrroles.…”

Rearrangement of pyrrolines derived from the Birch reduction of electron-deficient pyrroles: Radical ring-expansion to substituted tetrahydropyridines by Turner, P, Donohoe, T, Cousins, R

“…Access to the synthetically important tetrahydropyridine motif has been achieved by radical rearrangement of pyrrolines obtained from the Birch reduction of electron-deficient pyrroles.…”

Utility of the ammonia-free Birch reduction of electron-deficient pyrroles: total synthesis of the 20s proteasome inhibitor, clasto-lactacystin beta-lactone. by Donohoe, T, Sintim, H, Sisangia, L, Ace, K, Guyo, P, Cowley, A, Harling, J

Low-temperature sonoelectrochemical processes Part 2: Generation of solvated electrons and Birch reduction processes under high mass transport conditions in liquid ammonia by Del Campo, F, Neudeck, A, Compton, R, Marken, F, Bull, S, Davies, S

“…The fast mass transport and mixing induced by power ultrasound is then used to monitor the homogeneous Birch reduction process facilitated by the addition of ethanol as a proton source. …”

α,β-Doymamış Karbonil Bileşiklerin ve Gerilimli Alkenlerin Ilıman Şartlarda İndirgenmesi by Çetin Bayrak, Ali Yavari, Abdullah Menzek

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The partial reduction of electron-deficient pyrroles: procedures describing both Birch (Li/NH3) and ammonia-free (Li/DBB) conditions. by Donohoe, T, Thomas, R

“…The ammonia-free conditions described herein are particularly useful for reactions requiring the use of reactive electrophiles, such as acid chlorides or enolizable aldehydes, which are incompatible with the standard Birch reduction conditions. The reaction procedure for the ammonia Birch reduction (procedure A) takes about 9.5 h to complete. …”

Stereoselectivity in the double reductive alkylation of pyrroles: synthesis of cis-3,4-disubstituted pyrrolidines by Donohoe, T, Harji, R, Cousins, R

“…The preparation and Birch reduction of a 1,3,4-tri-substituted pyrrole is described: the heterocycle is loaded with electron-withdrawing groups and undergoes a double reductive alkylation reaction to yield cis-3,4-disubstituted pyrrolidines.…”

The synthesis of (+)-nemorensic acid by Donohoe, T, Guillermin, J, Frampton, C, Walter, D

“…The synthesis of (+)-nemorensic acid in nine steps is described; key steps in the route were the stereoselective Birch reduction of a substituted furan, and addition of allyltrimethylsilane to an oxonium ion at C-5; an X- ray crystal structure of (-)-nemorensic acid provided proof of the relative stereochemistry of the target.…”

Asymmetric synthesis of the fully elaborated pyrrolidinone core of oxazolomycin A. by Donohoe, T, O'Riordan, T, Peifer, M, Jones, C, Miles, T

“…Principal features include the Birch reduction of an aromatic pyrrole nucleus, a late stage RuO(4) catalyzed pyrrolidine oxidation, and a highly diastereoselective organocerium addition to an aldehyde.…”

Partial reduction of electron-deficient pyridines by Donohoe, T, McRiner, A, Sheldrake, P

“…Mono- and disubstituted pyridines can be transformed into functionalized dihydropyridines using either Birch reduction conditions or sodium/naphthalene in THF. …”