Issue 0, 1987

Use of S-t-butyl acetothioacetate in the preparation of milbemycin seco-analogues

Abstract

The preparation of milbemycin seco-analogues are described in which the key step involves alkylation of the γ-carbon atom by acrylaldehyde, or methacrylaldehyde of dianions generated from S-t-butyl acetothioacetate (6). Subsequent protection and transesterification of the products of these reactions with a model spiro acetal unit (1) gave acetoacetate derivatives. These compounds upon reaction with sodium borohydride and deprotection afforded the seco-species.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 131-135

Use of S-t-butyl acetothioacetate in the preparation of milbemycin seco-analogues

T. Clarke and S. V. Ley, J. Chem. Soc., Perkin Trans. 1, 1987, 131 DOI: 10.1039/P19870000131

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