Výsledky vyhledávání - "Dihydropinidine"

Asymmetric Synthesis of Dihydropinidine Enabled by Concurrent Multienzyme Catalysis and a Biocatalytic Alternative to Krapcho Dealkoxycarbonylation

Autor: Philipp Petermeier, Joerg H. Schrittwieser, Christoph Kohlfuerst, Wolfgang Kroutil, André Luiz Meleiro Porto, Stefan E. Payer, Natália Alvarenga

Publikováno v: Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual)
Universidade de São Paulo (USP)
instacron:USP

Dihydropinidine is a piperidine alkaloid found in spruce needles that has shown promising antifeedant activity against the large pine weevil, a widespread and economically relevant pest of conifero...

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::31b1513987eadbe8943f135128021bc7
https://doi.org/10.1021/acscatal.9b04611

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Synthesis of (−)-dihydropinidine, (2S,6R)-isosolenopsin and (+)-monomorine via a chiral synthon from l-aspartic acid

Autor: Chada Raji Reddy, Bellamkonda Latha

Publikováno v: Tetrahedron: Asymmetry. 22:1849-1854

The use of a β-amino aldehyde derived from l -aspartic acid as a chiral synthon to construct 2,6-disubstituted piperidines is described. The synthesis of (−)-dihydropinidine·HCl, (2 S ,6 R )-isosolenopsin·HCl and (+)-monomorine has been achieved

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::fc31c0ebef82a29723e83ba8596f46b8
https://doi.org/10.1016/j.tetasy.2011.11.006

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Synthesis of (+)- and (−)-dihydropinidine by diastereoselective dimethylzinc promoted allylation of 2-methyltetrahydropyridine-N-oxide with an allylboronic ester

Autor: Kristina Sjödin, Carina Eriksson, Hans-Erik Högberg, Fredrik Schlyter

Publikováno v: Tetrahedron: Asymmetry. 17:1074-1080

The enantiomers of the naturally occurring alkaloid dihydropinidine 1, potential antifeedants against the pine weevil, Hylobius abietis, were prepared by diastereoselective, dimethylzinc mediated ...

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::cab13f12215df4c5c4052d1ba27141d4
https://doi.org/10.1016/j.tetasy.2006.03.033

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Dearomatization of N-Phenyl-2,6-dialkylpiperidines: Practical Synthesis of (±)-Solenopsin A and (±)-Dihydropinidine

Autor: Cyrille Gautier, Loïc Toupet, Nicolas Girard, Jean-Pierre Hurvois, Richard Malassene, Claude Moinet

Publikováno v: Synlett. 2004:2005-2009

The fire ant venom alkaloid (′)-solenopsin A was prepared in 4 steps (34%) starting from the N-phenyl-2-undecyl piperidine (1c). The key step in this synthesis involved the dearomatization of the phenyl group of N-phenyl-2-methyl-6-undecyl-piperidi

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::0dff2625930f083e699aab91c52fa655
https://doi.org/10.1055/s-2004-830884

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A highly regioselective indium-mediated allylation of pyridine derivatives: synthesis of (±)-dihydropinidine from pyridine

Autor: Rui-Bin Wang, Keng-Yeow Sim, Pek-Ling Lye, Teck-Peng Loh

Publikováno v: Tetrahedron Letters. 41:7779-7783

The preparation of various 1-acyl-1,2-dihydropyridines with high regioselectivity by indium-mediated allylation of the corresponding 1-acylpyridinium salts is demonstrated. This is applied to the synthesis of (±)-dihydropinidines.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::b45ac0023a900a400f31155a85576866
https://doi.org/10.1016/s0040-4039(00)01332-0

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A simple and efficient enantioselective synthesis of piperidine alkaloids dihydropinidine and isosolenopsins A, B and C

Autor: Henri Veschambre, Yves Troin, Vassiliki Papastergiou, Pascale Besse, Jean-Louis Canet, Stephane Ciblat

Publikováno v: Tetrahedron: Asymmetry. 11:2221-2229

A diastereospecific intramolecular Mannich-type reaction, involving enantiopure amine 4 and achiral aldehydes, is employed as the key step of an efficient total enantioselective synthesis of five piperidine alkaloids.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::11ef37cf697985c75cca60c29df715e4
https://doi.org/10.1016/s0957-4166(00)00162-2

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Enantioselective Syntheses of 2-Alkyl- and 2,6-Dialkylpiperidine Alkaloids: Preparations of the Hydrochlorides of (−)-Coniine, (−)-Solenopsin A, and (−)-Dihydropinidine

Autor: Peter Beak, Timothy J. Wilkinson, Nathan W. Stehle

Publikováno v: Organic Letters. 2:155-158

[reaction: see text] Sequences of lithiation-substitution, enantioselective hydrogenation, and diastereoselective lithiation-substitution provide efficient highly enantioselective syntheses of 2-substituted and cis and trans 2,6-disubstituted piperid

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f8d3e3a42be60b7af1a6af397bbeeb95
https://doi.org/10.1021/ol9912534

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Synthesis and applications of nonracemic β-amino aldehydes to the asymmetric synthesis of piperdines: (+)-dihydropinidine

Autor: Joanna M. Szewczyk, Franklin A. Davis

Publikováno v: Tetrahedron Letters. 39:5951-5954

New methodology for the enantioselective synthesis of stable N-protected β-amino aldehydes 5 and 6 , and their application to the asymmetric synthesis of (+)-2-phenylpiperdine ( 11 ) and (+)-dihydropinidine ( 14 ) is described.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::a0719f9f63c182ae5d6b3fcd0cd1ab4d
https://doi.org/10.1016/s0040-4039(98)01223-4

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Preparation oftrans- andcis-2-allyl-6-alkyl(aryl)-1,2,3,6-tetrahydropyridines based on the reductivetrans-2,6-dialkylation of pyridine. Synthesis of (±)-epidihydropinidine and (±)-dihydropinidine

Autor: A. V. Ignatenko, E. V. Klimkina, Yu. N. Bubnov

Publikováno v: Russian Chemical Bulletin. 47:451-458

A general method for the preparation of unsymmetricaltrans-2-allyl-6-alkyl(aryl)-1,2,3,6-tetrahydropyridines6 based on a combination of 1,2-addition of RLi to pyridine andtrans-6-allylation with triallylborane in the presence of methanol was elaborat

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https://doi.org/10.1007/bf02495652

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