87109-18-0Relevant articles and documents
SYNTHESIS OF SINGLE ISOMERS (E OR Z) OF PROTECTED γ,δ-UNSATURATED KETONES BY THE HORNER-WITTIG REACTION
Cornish Christopher A.,Warren, Stuart
, p. 2585 - 2598 (2007/10/02)
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).
STEREO-CONTROLLED SYNTHESIS OF γ,δ-UNSATURATED KETONES BY THE HORNER-WITTIG REACTION
Cornish, Christopher A.,Warren, Stuart
, p. 2603 - 2606 (2007/10/02)
E and Z isomers of γ,δ-unsaturated ketals may separately be prepared by the Horner-Wittig reaction between 5-diphenyl-phosphinoylpentan-2-one ethylene acetal (6) and aldehydes, esters, or ketones.