Diastereoselective sulfonate-directed carbonyl reduction of γ-keto-sulfonates
2019
McLaughlin, Noel | Duffy, Colm | Alletto, Francesco | Ravelli, Andrea | Lancianesi, Stefano | Gillick-Healy, Malachi | Adamo, Mauro F.A.
The diastereoselective reduction of γ-keto-sulfonates to afford α,γ-substituted γ-hydroxy sulfonates has been investigated. Herein we report the first example of a diastereoselective carbonyl reduction whereby hydride attack is directed via chelation of a neighbouring sulfonate group to a boron atom, thus affording prevalently trans γ-hydroxy sulfonates.
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