Bernard Mauze

Étude de l'addition des organozinciques α-éthyléniques aux amines éthyléniques, acétyléniques et alléniques

Abstract The general features and the field of application of a new reaction, that of addition of α-ethylenic organozinc compounds to unsaturated (ethylenic, acetylenic and allenic) amines, have studied. It is shown by numerous examples that this reaction constitutes a general method of synthesis for mono- and di-ethylenic amines.

Addition d'organometalliques allyliques et d'organolithiens satures aux enynes conjugues, simples et fonctionnels

Abstract Reactive organometallic compounds such as allyl-zinc, -magnesium, and -lithium and saturated lithium compounds are shown to bring about readily an addition reaction with simple and α-substituted conjugated enynes RCCCHCHCH2 R′ [R = H, CH3;R′ = alkyl, OH, OC4H9, NHC2H5, N(C2H5)2]. The regioselectivity of the reaction depends on the nature of the metal atom in the organometallic compound. The reaction takes place also in certain cases with organometallic vinyl compounds.

Action du chloroallyllithium sur les aldehydes et les cetones: synthese en une etape d'alcools β-ethyleniques γ-chlores de configuration z et d'epoxydes α-ethyleniques bi- ou tri-substitues

Abstract Chloroallyllithium readily reacts with aliphatic and aromatic aldehydes and ketones to produce, in a one-step reaction, Z -γ-chlorinated-β-ethylenic alcohols and bi- or tri-substituted epoxides.

Etude comparative du comportement d'organometalliques allyliques et d'organolithiens satures vis a vis de carbures: RCH≡CHC≡CR′ et RC≡CC≡CR′ (R alcoyle, R′ H, alcoyle

Summary Reactive organometallic compounds such as allyl-zinc, -magnesium and -lithium and saturated lithium compounds are shown to readily undergo addition reactions with conjugated enynes and conjugated diynes: RCH CHC≡CH and RC≡CC≡CH; this reaction is regioselective and leads to conjugated dienes, conjugated enynes or allenes. The reactivity is reduced with conjugated enynes: RCH CHC≡CR′, but organo-magnesium and -lithium compounds lead to allenes. The reaction does not take place with conjugated diynes: RC≡CC≡CR′, under normal conditions.

Etude de l'alkylation d'organolithiens allyliques monochlores: Synthese en une etape de chlorures allyliques secondaires ou tertiaires et/ou de chlorures vinyliques de configuration Z

Resume Chloroallyllithium and gem-chloro(methyl)allyllithium readily react with various alkylating reagents to produce, in a “one-pot” reaction, secundary or tertiary allylic chlorides and/or vinylic chlorides of Z configuration.

Le chloroallyllithium comme synthon de chloroallylation ou comme equivalent du vinylcarbene: Synthese regioselective d'alcools γ-ethyleniques β-chlores et de vinyl-2 oxetanes a partir d'epoxydes

Abstract Chloroallyllithium reacts regioselectively with various epoxides in a “one-pot” reaction to produce either γ-ethylenic β-chloro alcohols or 2-vinyl oxetanes, depending on the experimental conditions used.

An Efficient Indium-Mediated Synthesis of α-Cyano-β-Ethylenic Secondary Alcohols in Water

Abstract Coupling of aldehydes with 3-bromo-1-cyano-1-propene, using indium in water, is a very convenient method to prepare α-cyano-β-ethylenic secondary alcohols.

Synthèse régioselective par voie organométallique de nouveaux aryl-1 triazolyl-2 éthanols-1 à substituants α-insaturés, composés fongicides potentiels

Abstract Organozinc and organoaluminum compounds derived from propargylic or allylic bromides react regioselectively with β-ketotriazoles to give the novel 1-aryl-2-triazolyl-1 ethanols which are potential fungicides.

Synthese d'aza-1 bicyclobutanes tri ou tetrasubstitues a substituant vinylique

Abstract Aza-1 bicyclobutanes 1 are readily prepared by reaction of azirines with gem-chloro(alkyl)allyllithium reagents.

A Convenient Synthesis of 3-Chloro-1-cyanoprop-1-enes

Abstract The one-pot synthesis of 3-chloro-1-cyano-prop-1-enes (mainly Z) from lithium trimethylsilyl-acetonitrile and α-chlorocarbonyl compounds is described.