Enantio‐ and Diastereoselective Assembly of Tetrahydrofuran and Tetrahydropyran Skeletons with All‐Carbon‐Substituted Quaternary Stereocenters
Angewandte Chemie International EditionPublished 19 November 2013
Zhilong Chen, Jianwei Sun
Citations78
SJR quartileQ1
SJR score5.55
SNIP2.47
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TL;DR
Chiral phosphoric acids catalyze the asymmetric desymmetrization of meso 1,3-diols through mono-transacetalization with a tethered acetal unit, leading to the efficient assembly of tetrahydrofuran and Tetrahydropyran skeletons bearing remote all-carbon-substituted quaternary stereocenters that are not straightforward to access by other methods.
Abstract
Chiral phosphoric acids (HB*) catalyze the asymmetric desymmetrization of meso 1,3-diols through mono-transacetalization with a tethered acetal unit. This new strategy leads to the efficient assembly of tetrahydrofuran and tetrahydropyran skeletons bearing remote all-carbon-substituted quaternary stereocenters that are not straightforward to access by other methods.
Keywords
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