Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization

Čorić, Ilija; Müller, Steffen; List, Benjamin

doi:10.1021/ja108642s

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Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization

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Čorić, Ilija
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Müller, Steffen
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Čorić, I., Müller, S., & List, B. (2010). Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization. Journal of the American Chemical Society, 132(49), 17370-17373. doi:10.1021/ja108642s.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8E35-F

Abstract

The highly enantioselective kinetic resolution of homoaldols via a transacetalization reaction has been achieved. A novel phosphoric acid, STRIP, based on a spirocyclic 1,1′-spirobiindane backbone was designed and identified as a superior catalyst for this transformation. Remarkably, both secondary and tertiary homoaldols gave equally excellent results.