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Article Abstract
The first enantioselective Bora-Brook rearrangement reaction catalyzed by a Cu/SOP system was established. In this protocol, the synthesis of axially chiral monoaldehydes has been achieved by the desymmetric reduction of prochiral dialdehydes. This reaction proceeds smoothly under mild conditions, affording the products in high yields (up to 91%) with excellent enantioselectivities (up to 96:4 er) while exhibiting broad functional group compatibility. The synthetic utility of this approach is further demonstrated through diverse transformations of the products.
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Copper-Catalyzed Enantioselective Reduction of Biaryl Dialdehydes via Bora-Brook Rearrangement.
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Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610093, P. R. China.
The first enantioselective Bora-Brook rearrangement reaction catalyzed by a Cu/SOP system was established. In this protocol, the synthesis of axially chiral monoaldehydes has been achieved by the desymmetric reduction of prochiral dialdehydes. This reaction proceeds smoothly under mild conditions, affording the products in high yields (up to 91%) with excellent enantioselectivities (up to 96:4 er) while exhibiting broad functional group compatibility.
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Faculty of Chemistry and Pharmacy , University of Regensburg, D-93040 Regensburg , Germany . Email: ; Email:
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