149274-04-4Relevant articles and documents
Enantioselective synthesis of (R)-phenylephrine hydrochloride
Pandey, Rajesh Kumar,Upadhyay, Puspesh Kumar,Kumar, Pradeep
, p. 6245 - 6246 (2003)
An efficient method for the synthesis of enantiomerically pure (R)-phenylephrine hydrochloride 1 is described using a Sharpless asymmetric dihydroxylation as the key step.
Bio-based vinylphenol family: Synthesis via decarboxylation of naturally occurring cinnamic acids and living radical polymerization for functionalized polystyrenes
Takeshima, Hisaaki,Satoh, Kotaro,Kamigaito, Masami
, (2019/08/20)
A series of bio-based vinylphenols or hydroxystyrenes is prepared by simple decarboxylation of various naturally occurring cinnamic acids such as o-, m-, and p-coumaric; caffeic; ferulic; and sinapinic acids, which possess hydroxy groups and other substituents at different positions on the aromatic ring. After protection of the phenolic moieties with trialkylsilyl groups, reversible addition–fragmentation chain-transfer polymerization is accomplished with cumyl dithiobenzoate to afford various bio-based hydroxyl-protected polystyrenes with controlled molecular weights and narrow molecular weight distributions. Subsequent deprotection of the silyl groups under mild conditions results in a series of well-defined functionalized polystyrenes possessing different numbers (mono-, di-, tri-) of hydroxy groups at different positions (o, m, p). The obtained functionalized polystyrenes show unique thermal properties depending on the substituents, and those with phenol and catechol groups serve as reducing agents for silver ions.
Palladium-catalyzed reductive coupling of styrenes and organostannanes under aerobic conditions
Gligorich, Keith M.,Cummings, Sarah A.,Sigman, Matthew S.
, p. 14193 - 14195 (2008/09/18)
We report a highly regioselective PdII-catalyzed reductive coupling of an alkene with an organostannane using a tandem alcohol oxidation under aerobic conditions. Both aryl- and vinylstannanes are competent coupling partners with a variety of s
The kulinkovich reaction in the synthesis of constrained N,N-dialkyl neurotransmitter analogues
Faler, Catherine A.,Joullie, Madeleine M.
, p. 1987 - 1990 (2008/02/02)
An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These compounds were made in 1 to 5 steps from readily available starting materials.