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ChemInform Abstract: Stereoselection in the Prins-Pinacol Synthesis of 2,2-Disubstituted 4-Acyltetrahydrofurans. Enantioselective Synthesis of (-)-Citreoviral (XII).
First published: 09 June 2010
Abstract
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ChemInform Abstract
The condensation of allylic diols with unsymmetrical ketones [cf. (VIII) and (IX)] proceeds with high stereoselectivity when the α-substituents of the ketone differ substantially in size. Rearrangement of the ketal thus obtained according to A) allows a selective formation of the desired furan fragment.
