Another side of the oxazaphospholidine oxide chiral ortho-directing group

• Type: Article in International Scientific Journal
• Date: 2012

Authors

martins, nelson (Author) Other; mateus, nuno (Author) Other; vinci, daniele (Author) Other; saidi, ourida (Author) Other; brigas, amadeu (Author) Other; bacsa, john (Author) Other; xiao, jianliang (Author) Other

Journal

Title: Organic and Biomolecular Chemistry

Vol. 10

Pages: 4036-4042

ISSN: 1477-0520

Publisher: Royal Society of Chemistry

Indexing

ISI Web of Knowledge - 3 Citations

Scopus - 3 Citations

Other information

Authenticus ID: P-002-GH2

DOI: 10.1039/c2ob25187f

Abstract (EN): A new ferrocenyl oxazaphospholidine oxide 3 was synthesized together with its P-epimer 2 in the reaction of ferrocene lithium with phosphoramidite chloride 1. 3 was successfully derivatized into planar chiral 1,2-ferrocenes, including phosphine ligands, via highly diastereoselective ortho-lithiation and subsequent functionalization; these compounds display opposite planar chirality to those obtained from 2. Some of these 1,2-ferrocenes were further lithiated, allowing for the introduction of a free phosphine group at the oxazaphospholidine ring. The X-ray structures of the compounds 2 and 3 as well as those of the new 1,2-ferrocenes 4 and 7 have been determined.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 7