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Abstract
Homo (Al)- and heterometallic (Al, Li)-fencholates and TADDOLates ( 5– 12) yield in methylations of benzaldehyde 1-phenylethanol with up to 90% ee. Surprisingly, the new BISFOL-based (Al, Li)-heterometallic fencholate ( 11) shows an strong increase and a change of the sense of enantioselectivity from 19% ee ( S) to 62% ee ( R) in comparison to its (Al)-homometallic fencholate ( 7). Despite of the presence of nucleophilic methylide groups, the O-BIFOL-based (Al, Li)-heterometallic fencholate ( 10) yields a stable complex with benzaldehyde, a lithium ion binds the carbonyl group.
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