Use of S-t-butyl acetothioacetate in the preparation of milbemycin seco-analogues
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 1,p. 131-135
- https://doi.org/10.1039/p19870000131
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.This publication has 3 references indexed in Scilit:
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