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Diastereocontrol in the asymmetric dihydroxylation of chiral 3-alkenyl-4,5-dihydroisoxazoles
Journal article   Peer reviewed

Diastereocontrol in the asymmetric dihydroxylation of chiral 3-alkenyl-4,5-dihydroisoxazoles

Peter A. Wade, Damien T. Cole and Stephen G. D'Ambrosio
Tetrahedron letters, v 35(1)
1994

Abstract

Catalytic asymmetric dihydroxylation of 4 afforded virtually one diastereomer using (DHQD) 2-PHAL as a chiral auxiliary (matched pair; 96% d.e.); the other diastereomer was heavily predominant with (DHQ) 2-PHAL as the chiral auxiliary (mismatched pair; 90% d.e.). Catalytic asymmetric dihydroxylation of 4 afforded either 6a or 6b in high d.e. depending on the chiral auxiliary.

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Web of Science research areas
Chemistry, Organic
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