4 years ago

Enantio- and Diastereoselective Spiroketalization Catalyzed by Chiral Iridium Complex

Enantio- and Diastereoselective Spiroketalization Catalyzed by Chiral Iridium Complex
Erick M. Carreira, Simon L. Rössler, James Y. Hamilton
Iridium–(P,olefin) complex-catalyzed enantio- and diastereoselective formation of substituted spiroketals from racemic, allylic carbonates is reported, which enables the installation of multiple stereogenic centers in a single operation. The protocol was effective for the preparation of a collection of spiroketals of various ring sizes and substituents, including heteroatoms with high enantio- and diastereoselectivity. Furthermore, cascade reactions that couple this enantio- and diastereoselective transformation to additional reversible processes have been achieved to exert concomitant stereocontrol over additional stereogenic centers.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b02856

DOI: 10.1021/jacs.7b02856

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