Stereoselective intramolecular cycloadditions of homochiral nitrilimines: synthesis of enantiopure (6S)-substituted-2,3,3a,4,5,6-hexahydro-furo[3,4-c]pyrazoles

Autor: Lara De Benassuti, Luisa Garanti, Giorgio Molteni

Publikováno v: Tetrahedron: Asymmetry. 15:1127-1131

Starting from (S)-ethyl lactate and (S)-ethyl mandelate the homochiral hydrazonoyl chlorides 4b–d have been synthesised. Their base treatment promoted the in situ generation of the corresponding nitrilimines 5b–d, which gave the enantiopure title

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::f61dd043b26b31ce83442670982de136
https://doi.org/10.1016/j.tetasy.2004.02.002

Diastereoselective cycloadditions of nitrilimines to enantiopure acrylamides

Autor: Giorgio Molteni, Tullio Pilati, Luisa Garanti

Publikováno v: Tetrahedron: Asymmetry. 13:1285-1289

The diastereoselective cycloaddition of the nitrilimine 2 with enantiopure acrylamides 3 was exploited to obtain enantiopure 4,5-dihydropyrazoles 4 and 5. Basic hydrolysis of the cycloadducts gave the dicarboxy derivatives 6 and 7 or 8 and 9, which a

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::c22f12907fc8b68ba6c46edaa479d118
https://doi.org/10.1016/s0957-4166(02)00258-6

Stereoselective intramolecular cycloadditions of homochiral nitrile imines: synthesis of enantiomerically pure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-6(4H)-ones

Autor: Giorgio Molteni, Alessandro Ponti, Tullio Pilati, Luisa Garanti, Gianluigi Broggini, G. Zecchi

Publikováno v: Tetrahedron: asymmetry
info:cnr-pdr/source/autori:G. Broggini, L. Garanti, G. Molteni, T. Pilati, A. Ponti, G. Zecchi/titolo:Stereoselective Intramolecular Cycloadditions of Homochiral Nitrile Imines: Synthesis of Enantiomerically Pure 3,3a-dihydro-pyrazolo[1,5-a][1,4]benzodiazepine-6(4H)-ones/doi:10.1016%2FS0957-4166(99)00227-X/rivista:Tetrahedron: asymmetry (Print)/anno:1999/pagina_da:2203/pagina_a:2212/intervallo_pagine:2203–2212/volume:10

Starting from the commercially available ( S )-1-phenylethylamine, we have synthesised the homochiral hydrazonoyl chlorides 4 . The intramolecular cycloaddition of the corresponding nitrile imines 5 gave the diastereoisomeric 3,3a-dihydro-pyrazolo[1,

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7a41d447cbcc7849dea6d1ad3f01591c
https://doi.org/10.1016/s0957-4166(99)00227-x

Medium- and large-ring heterocyclic systems by intramolecular nitrile imine cycloadditions

Autor: Luisa Garanti, Gianluigi Broggini, Luca Bruché, Gaetano Zecchi

Publikováno v: Scopus-Elsevier

A series of hydrazonyl chlorides bearing an alkenyl chain have been synthesised and treated with silver carbonate. The propensity of the so-formed nitrite Imine intermediates to undergo intramolecular cycloaddition is markedly dependent on the length

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::35a335639bc7c6841ea23e2437a1efde
https://doi.org/10.1039/p19940000433

ChemInform Abstract: Synthesis of 1-Arylamino-5-alkoxycarbonyl-1H-tetrazoles

Autor: Luisa Garanti, Gaetano Zecchi, Luca Bruché

Publikováno v: ChemInform. 23

Some 1-arylamino-5-alkoxycarbonyl-1H-tetrazoles (III) were prepared, the key synthetic step being the 1,5-electrocyclic closure of C-azidoimines (II) under thionyl chloride catalysis.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::0933d968c8cf6ef8a428523f75e4a238
https://doi.org/10.1002/chin.199224166