Synthesis, X-ray structures and chemistry of enantiomerically pure 10,11-dihydro-5-phenyl-5H-dibenzo[b,f]phosphepine 5-oxides

Citation
P. Wyatt et al., Synthesis, X-ray structures and chemistry of enantiomerically pure 10,11-dihydro-5-phenyl-5H-dibenzo[b,f]phosphepine 5-oxides, J CHEM S P1, (3), 2001, pp. 279-297
Citations number
41
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
3
Year of publication
2001
Pages
279 - 297
Database
ISI
SICI code
1472-7781(2001):3<279:SXSACO>2.0.ZU;2-A
Abstract
Several phosphepine oxides were synthesised in optically pure form. Sharple ss asymmetric dihydroxylation was used to introduce the chiral centres in a ll cases. Ring closure was achieved using either PhPCl2 or PrPCl2 together with a double nucleophile generated by either a double ortho-lithiation or double bromine-lithium exchange. The X-ray crystal structures of three phos phepine oxides illustrate their different conformations. The NMR spectra of several phosphepine oxides are described as is the chemistry which is show n to differ from that of acyclic phosphine oxides.