Reaction of tricarbonyl(dienal)iron complexes with B-allyldiisopinocampheylborane

Authors
Prahlad, V El-Ahl, AAS Donaldson, WA
Citation
V. Prahlad et al., Reaction of tricarbonyl(dienal)iron complexes with B-allyldiisopinocampheylborane, TETRAHEDR-A, 11(15), 2000, pp. 3091-3102
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
15
Year of publication
2000
Pages
3091 - 3102
Database
ISI
SICI code
0957-4166(20000811)11:15<3091:ROTCWB>2.0.ZU;2-R
Abstract
Addition of allydiisopinocampheylborane to racemic (dienal)iron complexes, followed by oxidation, affords diastereomeric (1,4,6-trien-3-ol)iron comple xes with moderate to low enantioselectivity. The high enantioselectivity ty pically observed for this allylborane reagent is attenuated by steric inter action between the Fe(CO)(3) group and the chiral isopinocampheyl groups. F urther diminution of the enantioselectivity is observed for dienal complexe s in which one rotomer predominates. (C) 2000 Elsevier Science Ltd. All rig hts reserved.