A novel type of bisphenol ligand is presented which provides high modularity. Chiral information is introduced in the 3,3'-positions as N-arenesulfonyl-1,3-oxazolidines inducing an unexpectedly high diastereoselectivity of up to 98:2 onto the chiral axis. The impact of each part of the molecule on the diastereomeric ratio is evaluated with extended variable-temperature (VT) NMR studies. A first example of application in asymmetric catalysis is given. [structure: see text]
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http://dx.doi.org/10.1021/ol060528u | DOI Listing |
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