297171-85-8Relevant academic research and scientific papers
Stereoselective synthesis of styrene oxides via a Mitsunobu cyclodehydration.
Weissman,Rossen,Reider
, p. 2513 - 2515 (2001)
[reaction: see text] The Mitsunobu cyclodehydration of chiral phenethane-1,2-diols (4), readily accessed from the styrene derivative (5), has been demonstrated to provide the corresponding styrene oxides (2) with high levels of stereoretention (up to 99%). Optimized reaction conditions are described, from which the combination of tricyclohexylphosphine (Chx(3)P) and diisopropylazodicarboxylate (DIAD) in THF and R = EWG provides the best results.
Crystallization-induced diastereoselection: Asymmetric synthesis of substance P inhibitors
Pye, Philip J.,Rossen, Kai,Weissman, Steven A.,Maliakal, Ashok,Reamer, Robert A.,Ball, Richard,Tsou, Nancy N.,Volante,Reider, Paul J.
, p. 1372 - 1376 (2007/10/03)
A novel three-component condensation followed by a crystallization-induced asymmetric transformation is used to build this key substance P inhibitor intermediate in a short synthetic sequence.
