Preparation of diastereomerically pure dilignol model compounds

J Buendia, J Mottweiler, C Bolm

Index: Buendia, Julien; Mottweiler, Jakob; Bolm, Carsten Chemistry - A European Journal, 2011 , vol. 17, # 49 p. 13877 - 13882

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Citation Number: 17

Abstract

Abstract A gram-scale synthetic access to diastereomerically pure dilignol β-O-4 type model compounds, which represent valuable candidates for studies of lignin cleavage and valorization, is described. Following a straightforward procedure both diastereoisomers of 1, 3-dilignols can be prepared. In the key-step, tert-butyl aryloxy esters are used as enolate precursors for additions on aldehydes. After separation, the resulting erythro and threo β- ...