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First synthesis and resolution of a planar-chiral tetrahydroindolyl complex of iron: Electronic tuning of reactivity and enantioselective nucleophilic catalysis

✍ Scribed by Michinori Suginome; Gregory C. Fu

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 179 KB
Volume: 12
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(2000)12:5/6<318::aid-chir4>3.0.co;2-9

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✦ Synopsis

The first examples of an (eta5-indolyl)iron complex and of an (eta5-tetrahydroindolyl)iron complex are described. Reactivity studies establish that the (eta5-tetrahydroindolyl)iron complexes are the most active azaferrocene-derived nucleophilic catalysts reported to date and that the reactivity of these complexes can be electronically tuned. Use of planar-chiral, enantiopure (eta5-3-(dimethylamino)tetrahydroindolyl)FeCp* in asymmetric catalysis leads to stereoselectivities comparable to those furnished by a previously described azaferrocene complex.

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