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• W2009668859 abstract "Abstract Complexes containing a Lewis acid and a Bronsted acid have been prepared by the reaction of an amino alcohol and a trihaloborane. The structures of the complexes were determined by 11 B, 1 H, and 13 C analysis and shown to be the acyclic structures 5 rather than the possible cyclic structures 6 which only contain the single Lewis acid. A variety of amino alcohols were combined with BBr 3 and BCl 3 and tested in Diels Alder reactions between methacrolein and cyclopentadiene. Whilst very high exo selectivity was observed, enantioselectivity was variable depending on the amino alcohol used. Prolinol 4 gave the highest ee (97%) but quinidine gave the highest ee (64%) for a naturally occurring amino alcohol." @default.
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• W2009668859 date "1995-06-01" @default.
• W2009668859 modified "2023-10-10" @default.
• W2009668859 title "Complexes containing a Lewis acid and Brønsted acid for the catalytic asymmetric Diels-Alder reaction" @default.
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• W2009668859 doi "https://doi.org/10.1016/0957-4166(95)00163-j" @default.
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