Conceptually new chiral tertiary C2 symmetric diamines in asymmetric synthesis

Kizirian, Jean-Claude; Caille, Jean-Claude; Alexakis, Alexandre

doi:10.1016/j.tetlet.2003.09.171

Scientific article

Letter

English

Conceptually new chiral tertiary C2 symmetric diamines in asymmetric synthesis

ContributorsKizirian, Jean-Claude; Caille, Jean-Claude; Alexakis, Alexandre

Published inTetrahedron letters, vol. 44, no. 49, p. 8893-8895

Publication date2003

Abstract

New chiral diamines were prepared, based on the cyclohexane diamine core. The two different substituents on each nitrogen allow this heteroatom to become a stereogenic center upon chelation with a metal, such as lithium. The enantioselective addition of MeLi to imines, with ee's up to 68%, illustrates the validity of this concept.

Keywords

Asymmetric synthesis
Diamines
Organolithiums
Imines
C2 symmetry

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

KIZIRIAN, Jean-Claude, CAILLE, Jean-Claude, ALEXAKIS, Alexandre. Conceptually new chiral tertiary C2 symmetric diamines in asymmetric synthesis. In: Tetrahedron letters, 2003, vol. 44, n° 49, p. 8893–8895. doi: 10.1016/j.tetlet.2003.09.171

Article (Published version)

Identifiers

PID : unige:8095
DOI : 10.1016/j.tetlet.2003.09.171

Journal ISSN0040-4039

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Conceptually new chiral tertiary C2 symmetric diamines in asymmetric synthesis

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