Catalytic Asymmetric Conjugate Addition of Nitroalkanes to 4‐Nitro‐5‐styrylisoxazoles

Abstract

Nitro versus nitro: 4-Nitro-5-styrylisoxazoles were used as masked α,β-unsaturated carboxylic acids in the titled catalytic asymmetric transformation. The 4-nitroisoxazole core acts as an activator of the conjugated alkene and a latent carboxylate functionality. The reaction proceeded with 5 mol % of a readily prepared phase-transfer catalyst at room temperature with remarkable diastereo- and enantioselectivity (see scheme). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.