101896-50-8Relevant articles and documents
Phosphinoyl radical-initiated vicinal hydroxy-phosphorylation of alkenes
Shoberu, Adedamola,Li, Shuai-Shuai,Zhang, Guo-Yu,Li, Da-Peng,Zou, Jian-Ping
supporting information, (2019/10/28)
A protocol of Mn(OAc)3–mediated α,β-hydroxy-phosphorylation of alkenes with phosphorus-centered radicals generated from diphenylphosphine oxide is described. A combination of steric and electronic factors played an important role in this reacti
Regio- and stereospecific cleavage of stannyloxiranes with lithium diphenylphosphide
Gonzalez-Nogal, Ana M.,Cuadrado, Purification,Sarmentero, M. Angeles
body text, p. 850 - 859 (2009/07/17)
Unsubstituted or C-substituted stannyloxiranes reacted stereospecifically with lithium diphenylphosphide to give either β-hydroxyphosphane oxides resulting from α-opening or β-phosphanyl ketones by β-opening. Furthermore, the reactivities of distannyloxir
On the Preparation of (E)- and (Z)-Stilbene from the Diastereoisomeric 1,2-Diphenyl-2-diphenylphosphonoylethan-1-ols
Buss, Antony D.,Warren, Stuart,Leake, Jonathan S.,Whitham, Gordon H.
, p. 2215 - 2218 (2007/10/02)
(1RS,2SR)-1,2-Diphenyl-2-diphenylphosphonoylethanol (erythro-isomer) (1) and its threo-isomer (2) have been prepared stereospecifically by opening the appropriate stilbene oxides with Ph2PLi followed by oxidation with H2O2-AcOH.Compounds (1) and (2) can also be obtained stereoselectively (erythro-isomer predominating) via treatment of Ph2POCHLiPh with PhCHO.Under all the conditions tried, treatment of the threo-isomer (2) with base gave (E)-stilbene.The erythro-isomer (1) under most conditions gave predominantly (E)-stilbene, together with variable amounts of Ph2POCH2Ph, through in one case mainly (Z)-stilbene was formed.The conversion erythro-(E)-stilbene was shown to occur via fragmentation to Ph2POCHLiPh and PhCHO by trapping experiments using m-chlorobenzaldehyde.
