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Practical Protocols for the Preparation of Highly Enantioenriched Silyl Ethers of (R)-3-Hydroxypentan-2-one, Building Blocks for the Synthesis of Macrolide Antibiotics

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2015

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Thieme Publishing Group
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Myers, Andrew, Ian Seiple, and Daniel Hog. 2015. “Practical Protocols for the Preparation of Highly Enantioenriched Silyl Ethers of (R)-3-Hydroxypentan-2-One, Building Blocks for the Synthesis of Macrolide Antibiotics.” Synlett 27 (01) (November 24): 57–60. doi:10.1055/s-0035-1560972.

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Abstract

Methacrolein is transformed in three steps to (R)-3-tert-butyldiphenylsilyloxypentan-2-one or (R)-3-tert-butyldimethylsilyloxypentan-2-one, compounds which serve as building blocks for the construction of macrolide antibiotics. The route is practical, highly enantioselective, and easily scaled.

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enantioselective synthesis, macrolide antibiotics, asymmetric addition, organozinc reagent, Nugent protocol

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