Enantioselective Synthesis of 3-Alkyl-1,5-Functionalized 1,4-Diynes via Isoxazol-5(4 H )-ones

Organic Letters 2026 Open access

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Authors: Ricardo Torán, Sergi Vercher, Pablo López, Amparo Sanz‐Marco, Marc Montesinos‐Magraner, Carlos Vila, Gonzalo Blay
DOI: 10.1021/acs.orglett.5c04457
Cited by: 0
References: 33

Abstract

High Resolution Image Download MS PowerPoint Slide An enantioselective strategy for the synthesis of chiral 3-alkyl-1,5-functionalized 1,4-diynes is reported. The method involves a highly enantioselective organocatalytic conjugate addition of isoxazol-5(4 H )-ones to nitroenynes followed by a Zard-type transformation under one-pot conditions yielding chiral skipped diynes in good overall yields and with excellent enantioselectivities. This study highlights the synthetic versatility of the isoxazol-5(4 H )-one scaffold and its value as a platform for accessing structurally diverse and synthetically relevant building blocks.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Catalytic Alkyne Reactions Organic Chemistry Synthesis Methods

Publication details

Journal / source
Organic Letters
Volume
28
Issue
4
Pages
1121–1126
Publication date
14 January 2026
Language
EN