Tetrahedron

Expeditious biomimetically-inspired approaches to racemic homocitric acid lactone and per-homocitrate

HB Chen, LY Chen, PQ Huang, HK Zhang, ZH Zhou…

Index: Chen, Hong-Bin; Chen, Ling-Yan; Huang, Pei-Qiang; Zhang, Hong-Kui; Zhou, Zhao-Hui; Tsai, Khi-Rui Tetrahedron, 2007 , vol. 63, # 10 p. 2148 - 2152

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Citation Number: 14

Abstract

Two concise and flexible biomimetically-inspired approaches to homocitric acid lactone (3) and its higher homolog, triethyl per-homocitrate (12), are presented herein. The key steps include an efficient indium metal-mediated allylation–oxidative cleavage procedure and a one-step ethoxycarbonylmethylation of α-oxo-diesters.