Chemistry and physics of lipids

A synthesis of the phenolic lipid, 3-[(Z)-pentadec-8-enyl] catechol,(15: 1)-urushiol

JHP Tyman, BG Schofield, CH Khor

Index: Tyman, John H. P.; Schofield, Brian G.; Khor, Choong H. Chemistry and Physics of Lipids, 2002 , vol. 120, # 1-2 p. 101 - 108

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Citation Number: 9

Abstract

A synthesis of (15: 1)-urushiol, urushiol monoene, 3-[(Z)-pentadec-8-enyl] catechol, 1, 2- dihydroxy-3-[(Z)-pentadec-8-enyl] benzene, one of the toxic principles of Rhus toxicodendron and of Rhus vernicifera is described. 6-Chlorohexan-1-ol protected at the OH group with ethyl vinyl ether reacted with 2, 3-dimethoxybenzaldehyde in the presence of lithium to give, after removal of the protective group with methanolic 4-toluenesulphonic ...

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