Radical Reaction of Phenylsulfonyl Oxime Ethers on Solid Support: Application to the Synthesis of α-Amino Esters

Gee-Ho Jeon; Joo-Yong Yoon; Sunggak Kim; Sung Soo Kim

doi:10.1055/s-2000-6473

Synlett 2000; 2000(1): 128-130
DOI: 10.1055/s-2000-6473

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Radical Reaction of Phenylsulfonyl Oxime Ethers on Solid Support: Application to the Synthesis of α-Amino Esters

Gee-Ho Jeon^* , Joo-Yong Yoon, Sunggak Kim, Sung Soo Kim

^*Center for Molecular Design and Synthesis and Department of Chemistry, Korea Advanced Institute of Science and Technology, Taejon 305-701, Korea; E-mail: skim@sorak.kaist.ac.kr

Abstract

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Radical reaction of alkyl iodides with resin-bound phenylsulfonyl oxime ether 1 and hexamethylditin in benzene at 300 nm for 24 h followed by cleavage of support and the subsequent reduction of oxime ethers 3 with 10% Pd on carbon afforded α-amino esters 6 in reasonable yields.

free radical acylation - solid phase synthesis - phenylsulfonyl methoxy carbonyl oxime ether - α-amino esters

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