Catalytic Asymmetric Transformations of Racemic α-borylmethyl-()-crotylboronate Kinetic Resolution or Enantioconvergent Reaction Pathways

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2021 Nov 15

PMID 34777758

Citations 4

Authors

Shang Gao

Jiaming Liu

Ming Chen

Affiliations

Soon will be listed here.

Abstract

We report herein catalytic asymmetric transformations of racemic α-borylmethyl-()-crotylboronate. The Brønsted acid-catalyzed kinetic resolution-allylboration reaction sequence of the racemic reagent gave ()-δ-hydroxymethyl--homoallylic alcohols with high -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.

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