Issue 19, 1994

Total syntheses of (+)- and (–)-nonactate esters using silicon compounds to control the stereochemistry

Abstract

1,3-Transposition, using the epoxidation of the allylsilane 7, derived from the meso 3,4-disilylated adipate 1, gives the 1,4-related stereocentres of 8-oxo-6-hydroxy-3-dimethyl(tolyl)silylnonanoic acid ethylene acetal 10; two highly stereocontrolled sequences from this common intermediate give methyl (+)-nonactate 13 and benzyl (–)-nonactate 17.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1994, 2285-2286

Total syntheses of (+)- and (–)-nonactate esters using silicon compounds to control the stereochemistry

I. Fleming and S. K. Ghosh, J. Chem. Soc., Chem. Commun., 1994, 2285 DOI: 10.1039/C39940002285

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