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  • Solid-phase tandem radical addition-cyclization reaction: triethylborane-induced reaction of oxime ethers anchored to polymer support.

Solid-phase tandem radical addition-cyclization reaction: triethylborane-induced reaction of oxime ethers anchored to polymer support.

Chemical & pharmaceutical bulletin (2004-07-17)
Hideto Miyabe, Hirotaka Tanaka, Takeaki Naito
ABSTRACT

Tandem radical addition-cyclization of oxime ethers anchored to polymer support was studied. The reaction of oxime ethers with stannyl radical proceeded effectively by the use of triethylborane as a radical initiator. The alkyl radical addition-cyclization reactions of oxime ether connected with alpha,beta-unsaturated carbonyl group proceeded under iodine atom-transfer reaction conditions to give the functionalized azacycles via two carbon-carbon bonds-forming process.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Triethylborane, ≥95%
Sigma-Aldrich
Triethylborane solution, 1.0 M in THF
Sigma-Aldrich
Triethylborane solution, 1.0 M in hexanes