Stereocontrolled preparation of stereocomplementary regioisomeric tricarbonyliron complexes in enantiopure form

Citation
Ce. Anson et al., Stereocontrolled preparation of stereocomplementary regioisomeric tricarbonyliron complexes in enantiopure form, TETRAHEDRON, 56(15), 2000, pp. 2273-2281
Citations number
60
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
15
Year of publication
2000
Pages
2273 - 2281
Database
ISI
SICI code
0040-4020(20000407)56:15<2273:SPOSRT>2.0.ZU;2-J
Abstract
The use of ultrasound to form ferralactone complexes from an enantiomerical ly pure allylic epoxide with an adjacent hydroxymethyl substituent affords a pair of stereocomplementary isomers that offer a regioconvergent route to the same chiral pentadienyliron complex. The enantiomeric purity, CD prope rties, and absolute configurations of intermediate eta(4)-diene complexes a re reported, and X-ray diffraction analysis of a pair of rearranged ferrala ctone complexes establishes their relative stereochemistries, and confirms their absolute stereochemistries. (C) 2000 Elsevier Science Ltd. All rights reserved.