Novel chiral diimines and diamines derived from sugars in copper-catalysedasymmetric cyclopropanation

Authors
Borriello, C Cucciolito, ME Panunzi, A Ruffo, F
Citation
C. Borriello et al., Novel chiral diimines and diamines derived from sugars in copper-catalysedasymmetric cyclopropanation, TETRAHEDR-A, 12(17), 2001, pp. 2467-2471
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
17
Year of publication
2001
Pages
2467 - 2471
Database
ISI
SICI code
0957-4166(20010928)12:17<2467:NCDADD>2.0.ZU;2-W
Abstract
New chiral diimino and diamino ligands derived from alpha -D-mannose and al pha -D-glucose are described. The ligands are obtained by introducing the a ppropriate nitrogen functions at C(2) and C(3) of the sugar rings. The abil ity of the new chelates to promote the asymmetric copper(I)-catalysed cyclo propanation of styrene has been investigated. The nature of both the sugars and the chelates is crucial in determining the enantioselectivity of the r eaction. (C) 2001 Elsevier Science Ltd. All rights reserved.