Chemical transformations of neolignans

Memórias do Instituto Oswaldo Cruz

Massayoshi Yoshida¹ 

[1] ,Universidade de São Paulo Instituto de Química São Paulo,Brasil

关键词: neolignans;    chemistry;    rearrangements;    chiroptical properties;   

DOI  :  10.1590/S0074-02761991000600011

来源: SciELO

【 摘 要 】

Neolignans, generated by oxydative dimerization of propenylphenol and/or allylphenol, undergo further modifying steps. These biosynthetic reactions, confirmed in vitro, include Cope, retro-Claisen and Claisen rearrangements. Additionally acid catalysis effects convertions of bicyclo [3.2.1] octanoid neolignans into hydrobenzofuranoid neolignans, or inversely of hydrobenzofuranoid neolignans into bicyclo [3.2.1] octanoid neolignans, of hydrobenzofuranoid neolignans into futoenone type neolignans, of tetrahydrofuran neolignans into aryltetralin neolignans, as well as modifications by Friedel - Crafts reactions and the transformation of aryltetralin neolignans into arylindanones by pinacoline - pinacolone type rearrangement.

【 授权许可】

CC BY   
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