An efficient method for the synthesis of enantiopure 2,3-anti-propionate aldols involving a 3,5-syn- or anti-diol subunit through chiral borane- mediated enantioselective aldol reaction coupled with radical reduction

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Abstract

2,3-anti-Propionate aldols involving a 3,5-syn- or anti-diol subunit, versatile enantiopure segments available for macrolide synthesis, were prepared by a chiral oxazaborolidinone-promoted asymmetric aldol reaction with 2-bromo-1-ethoxy-2-methyl-1-trimethylsiloxyethene and the following highly anti-preferential radical debromination. (C) 2000 Elsevier Science Ltd.

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Kiyooka, S. I., & Shahid, K. A. (2000). An efficient method for the synthesis of enantiopure 2,3-anti-propionate aldols involving a 3,5-syn- or anti-diol subunit through chiral borane- mediated enantioselective aldol reaction coupled with radical reduction. Tetrahedron Letters, 41(15), 2633–2637. https://doi.org/10.1016/S0040-4039(00)00234-3

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