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Catalytic Asymmetric Torgov Cyclization: A Concise Total Synthesis of (+)-Estrone

MPS-Authors

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

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

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

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

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Wakchaure,  Vijay
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

Prevost, S., Dupre, N., Leutzsch, M., Wang, Q., Wakchaure, V., & List, B. (2014). Catalytic Asymmetric Torgov Cyclization: A Concise Total Synthesis of (+)-Estrone. Angewandte Chemie International Edition, 53(33), 8770-8773. doi:10.1002/anie.201404909.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-3E75-E
Abstract
,An asymmetric Torgov cyclization, catalyzed by a novel, highly Bronsted acidic dinitro-substituted disulfonimide, is described. The reaction delivers the Torgov diene and various analogues with excellent yields and enantioselectivity. This method was applied in a very short synthesis of (+)-estrone.