From p-benzoquinone to cyclohexane chirons: first asymmetric synthesis of (+)-rengyolone and (+)- and (-)-menisdaurilide

摘要

Starting from a common, easily available, enantiopure monoketal of p-benzoquinone, the synthesis of a large number of cyclohexane chirons has been achieved. The first synthesis of (+)-rengyolone and (+)- and (-)-menisdaurilide has been performed from one of these new building blocks. The wide variety of functional groups of this series of chirons makes them useful for subsequent synthetic processes. (C) 2003 Elsevier Science Ltd. All rights reserved. [References: 85]