Intramolecular Kulinkovich-de Meijere reactions of various disubstituted alkenes bearing amide groups

Claire Madelaine; Nouara Ouhamou; Angèle Chiaroni; Emeline Vedrenne; Laurence Grimaud; Yvan Six

doi:10.1016/j.tet.2008.06.067

Intramolecular Kulinkovich-de Meijere reactions of various disubstituted alkenes bearing amide groups

Claire Madelaine
, Nouara Ouhamou
, Angèle Chiaroni
, Emeline Vedrenne
, Laurence Grimaud
, Yvan Six

Institut de Chimie des Substances Naturelles

Research output: Contribution to journal › Article › peer-review

Abstract

A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties.

Original language	English
Pages (from-to)	8878-8898
Number of pages	21
Journal	Tetrahedron
Volume	64
Issue number	37
DOIs	https://doi.org/10.1016/j.tet.2008.06.067
Publication status	Published - 8 Sept 2008
Externally published	Yes

Keywords

Kulinkovich-de Meijere reaction
Ligand exchange
Metathesis
Titanacyclopropanes
Titanium

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10.1016/j.tet.2008.06.067

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title = "Intramolecular Kulinkovich-de Meijere reactions of various disubstituted alkenes bearing amide groups",

abstract = "A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties.",

keywords = "Kulinkovich-de Meijere reaction, Ligand exchange, Metathesis, Titanacyclopropanes, Titanium",

author = "Claire Madelaine and Nouara Ouhamou and Ang{\`e}le Chiaroni and Emeline Vedrenne and Laurence Grimaud and Yvan Six",

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T1 - Intramolecular Kulinkovich-de Meijere reactions of various disubstituted alkenes bearing amide groups

AU - Madelaine, Claire

AU - Ouhamou, Nouara

AU - Chiaroni, Angèle

AU - Vedrenne, Emeline

AU - Grimaud, Laurence

AU - Six, Yvan

PY - 2008/9/8

Y1 - 2008/9/8

N2 - A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties.

AB - A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties.

KW - Kulinkovich-de Meijere reaction

KW - Ligand exchange

KW - Metathesis

KW - Titanacyclopropanes

KW - Titanium

U2 - 10.1016/j.tet.2008.06.067

DO - 10.1016/j.tet.2008.06.067

M3 - Article

AN - SCOPUS:48049121289

SN - 0040-4020

VL - 64

SP - 8878

EP - 8898

JO - Tetrahedron

JF - Tetrahedron

IS - 37

ER -

Intramolecular Kulinkovich-de Meijere reactions of various disubstituted alkenes bearing amide groups

Abstract

Keywords

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