Functionalised trichlorosilanes in the asymmetric allylation

We present a synthetic route to the homoallylic alcohols, using the well-established asymmetric organocatalysed allylation of aldehydes. These alcohols were transformed in one step into the substituted tetrahydrofurans in the presence of achiral Lewis acids, forming three chiral centres for the pric...

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Bibliographic Details
Main Author: Kysilka, Ondřej
Published: University of Glasgow 2013
Subjects:
547
Online Access:http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.573857
Description
Summary:We present a synthetic route to the homoallylic alcohols, using the well-established asymmetric organocatalysed allylation of aldehydes. These alcohols were transformed in one step into the substituted tetrahydrofurans in the presence of achiral Lewis acids, forming three chiral centres for the price of two. A synthetic route towards chiral substituted tetrahydropyrans and unsaturated 1,5 diol-building blocks has also been developed.