14633-90-0Relevant academic research and scientific papers
Reactivity of phosphonium diylids with aldehydes and ketones
Cristau, Henri-Jean,Ribeill, Yves,Chiche, Laurent,Plenat, Francoise
, p. C47 - C50 (1988)
Non-stabilized and semi-stabilized phosphonium diylids of the type (C6H5)2P(CHR)(CHLiR) (5) show a greater nucleophilic reactivity toward carbonyl compounds than the corresponding monoylids (C6H5)2P(CHR)(CH2R) (8).Thus diylid 5a reacts readily at room temperature with sterically hindered ketones such as fenchone or di-t-butylketone.However, the residual negative charge in the intermediate adduct 13 slows the decomposition to Wittig products and is probably responsible for the observed changes (generally enhancement) in the E-selectivity in the case of non-stabilized as well as semi-stabilized ylids.
