113460-11-0Relevant articles and documents
DBP YLDES: WITTIG REAGENTS FOR SYNTHESIS OF E-ALKENES FROM ALDEHYDES
Vedejs, E.,Marth, C.
, p. 3445 - 3448 (1987)
Phosphorus yldes based on the dibenzophosphole (DPP) ring system convert aldehydes into trans-disubstituted oxaphosphetanes with good to excellent selectivity.Decomposition at 70-110 deg C affords alkenes with E:Z rations from 6:1 to > 100:1.
A Bridged Tetrahydrophosphole Ylide Derived from 9-Phenylphosphabicyclononane: A Reagent for E-Selective Wittig Reactions
Vedejs, E.,Peterson, M. J.
, p. 1985 - 1986 (2007/10/02)
The bicyclic ylide 4 reacts with aldehydes to afford the E-alkenes.Selectivity is 94 - 6percent E for unbranched aldehydes, but the selectivity decreases with increasing α-branching.Ylide 4 is the first E-selective, nonstabilized ylide that allows efficient utilization of the P-alkyl substituent.
Substituent Effects and the Wittig Mechanism: The Case for Stereospecific Oxaphosphetane Decomposition
Vedejs, E.,Marth, C. F.,Ruggeri, R.
, p. 3940 - 3948 (2007/10/02)
A search for reversible Wittig reactions of the ylides a-d has been made by using the method of independent oxaphosphetane generation.Four pairs of diastereomeric oxaphosphetanes have been synthesized, and those corresponding to the Wittig reactions of b-