Issue 21, 1992

The ring contraction of δ-lactones with leaving group α-substituents: a strategy for the synthesis of 2,5-disubstituted highly functionalised homochiral tetrahydrofurans

Abstract

Treatment of derivatives of δ-lactones having a leaving group at C-2 with methanol in the presence of base gives methyl tetrahydrofuran-α-carboxylates in good to excellent yield with a high degree of stereocontrol of the carbon substituents at C-2 and C-5.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1605-1607

The ring contraction of δ-lactones with leaving group α-substituents: a strategy for the synthesis of 2,5-disubstituted highly functionalised homochiral tetrahydrofurans

S. S. Choi, P. M. Myerscough, A. J. Fairbanks, B. M. Skead, C. J. F. Bichard, S. J. Mantell, J. C. Son, G. W. J. Fleet, J. Saunders and D. Brown, J. Chem. Soc., Chem. Commun., 1992, 1605 DOI: 10.1039/C39920001605

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