A SYMMETRY IN THE BORONIC ACID MANNICH REACTION - DIASTEREOCONTROLLEDADDITION TO CHIRAL IMINIUM SPECIES DERIVED FROM ALDEHYDES AND (S)-5-PHENYLMORPHOLIN-2-ONE

Authors
HARWOOD LM CURRIE GS DREW MGB LUKE RWA
Citation
Lm. Harwood et al., A SYMMETRY IN THE BORONIC ACID MANNICH REACTION - DIASTEREOCONTROLLEDADDITION TO CHIRAL IMINIUM SPECIES DERIVED FROM ALDEHYDES AND (S)-5-PHENYLMORPHOLIN-2-ONE, Chemical communications, (16), 1996, pp. 1953-1954
Citations number
17
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
16
Year of publication
1996
Pages
1953 - 1954
Database
ISI
SICI code
1359-7345(1996):16<1953:ASITBA>2.0.ZU;2-6
Abstract
(S)-5-Phenylmorpholin-2-one dagger and a range of aliphatic aldehydes form chiral iminium. intermediates which undergo diastereoselective Ma nnich reactions with 2-furylboronic acid, Single crystal X-ray analysi s of methylated derivative 4 derived from. major adduct 2g confirms th e stereochemical course of the reaction.