Synthesis of single isomers (E or Z) of protected γ,δ-unsaturated ketones by the Horner-Wittig reaction
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 2585-2598
- https://doi.org/10.1039/p19850002585
Abstract
The lithium derivative of the γ-diphenylphosphinoyl ketal (10a) added to aldehydes and ketones to give stable Horner-Wittig intermediates (11) which were separated and converted into single isomers (E or Z) or γ,δ-unsaturated ketals (12). erythro-Adducts (11), and hence Z-(12), were selectively formed by addition of aldehydes and threo adducts (11), and hence E-(12), by reduction of the corresponding α-diphenylphosphinoyl ketones (13), prepared by acylation of the same γ-diphenylphosphinoyl ketal (10a).This publication has 4 references indexed in Scilit:
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