Issue 6, 1980

An improved route to an intermediate in podophyllotoxin synthesis

Abstract

Cyclopropanation of the chalcone (3) with dimethylsulphonium ethoxycarbonylmethylide affords a 1 : 1 mixture of the cyclopropanyl keto-ester epimers (4) and (5); both stannic chloride and boron trifluoride etherate in nitromethane catalyse the stereoselective cyclisation of this mixture to the tetralone (2), the known podophyllotoxin precursor, in 51% overall yield.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1980, 262-263

An improved route to an intermediate in podophyllotoxin synthesis

W. S. Murphy and S. Wattanasin, J. Chem. Soc., Chem. Commun., 1980, 262 DOI: 10.1039/C39800000262

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements