Enantio‐ and Diastereoselective Assembly of Tetrahydrofuran and Tetrahydropyran Skeletons with All‐Carbon‐Substituted Quaternary Stereocenters

Zhilong Chen, Jianwei Sun

Angewandte Chemie International Edition · 2013 · 79 citations · 59 references

Concepts

Abstract

Chiral phosphoric acids (HB*) catalyze the asymmetric desymmetrization of meso 1,3-diols through mono-transacetalization with a tethered acetal unit (see scheme). 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. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

59