Composition and structure of activated complexes in stereoselective deprotonation of cyclohexene oxide by a mixed dimer of chiral lithium amide and lithiated imidazole
2004 (English)In: Tetrahedron-Asymmetry, Vol. 15, no 10, 1607-1613 p.Article in journal (Refereed) Published
Stereoselective deprotonation of cyclohexene oxide, using a mixed dimer built of the chiral lithium amide, lithium (1R,2S)-N-methyl-1-phenyl-2-pyrrolidinyl-propanamide, and 2-lithio-1-methylimidazole, has been studied. The composition of the rate limiting activated complex was determined by kinetics to be built from one mixed dimer molecule and one epoxide molecule. Based on this knowledge computational chemistry has been applied to gain insight into possible structures of the activated complexes. (C) 2004 Elsevier Ltd. All rights reserved.
Place, publisher, year, edition, pages
2004. Vol. 15, no 10, 1607-1613 p.
IdentifiersURN: urn:nbn:se:uu:diva-137513DOI: 10.1016/j.tetasy.2004.03.042OAI: oai:DiVA.org:uu-137513DiVA: diva2:378395