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Catalytic asymmetric transformations of racemic α-borylmethyl-(E)-crotylboronate via kinetic resolution or enantioconvergent reaction pathways† † Electronic supplementary information (ESI) available. See DOI: 10.1039/d1sc04047b

ABSTRACT: We report herein catalytic asymmetric transformations of racemic α-borylmethyl-(E)-crotylboronate. The Brønsted acid-catalyzed kinetic resolution–allylboration reaction sequence of the racemic reagent gave (Z)-δ-hydroxymethyl-anti-homoallylic alcohols with high Z-selectivities and enantioselectivities upon oxidative workup. In parallel, enantioconvergent pathways were utilized to synthesize chiral nonracemic 1,5-diols and α,β-unsaturated aldehydes with excellent optical purity. We report herein catalytic asymmetric transformations of racemic α-borylmethyl-(E)-crotylboronate.

SUBMITTER: Gao S

PROVIDER: S-EPMC8528009 | biostudies-literature |

REPOSITORIES: biostudies-literature

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