Catalytic asymmetric isomerization/hydroboration of silyl enol ethers.

ABSTRACT: Asymmetric remote hydroboration of olefins has emerged as an efficient strategy for the construction of chiral boronic esters. Conventional asymmetric alkene isomerizations rely on directing groups (OH, NR₂, carbonyl) for thermodynamic control via (hyper)conjugation, but their use restricts substrate scope and risks β-heteroatom elimination with transition-metal catalysts. We here reported a catalytic asymmetric isomerization/hydroboration of silyl enol ethers under mild conditions, enabling the efficient synthesis of enantioenriched boryl ethers. The chiral borylether products enable efficient access to valuable 1,n-diols and 1,n-amino alcohols, prevalent in bioactive molecules, and facilitate late-stage functionalization of complex architectures. Prelimina

SUBMITTER: Yao Y 

PROVIDER: S-EPMC12495312 | biostudies-literature | 2025 Nov

REPOSITORIES: biostudies-literature