736985-50-5Relevant academic research and scientific papers
Stereoselective construction of substituted chromans by palladium-catalyzed cyclization of propargylic carbonates with 2-(2-Hydroxyphenyl)acetates
Yoshida, Masahiro,Higuchi, Mariko,Shishido, Kozo
supporting information; experimental part, p. 4752 - 4755 (2009/12/09)
Highly substituted chromans have been constructed In a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.
A catalytic antibody against a tocopherol cyclase inhibitor
Manetsch, Roman,Zheng, Lei,Reymond, Martine T.,Woggon, Wolf-Dietrich,Reymond, Jean-Louis
, p. 2487 - 2506 (2007/10/03)
The cyclic ammonium cation 5 and its guanidinium analogue 4 areinhibitors of tocopherol cyclase. Monoclonal antibodies were raised against protein conjugates of the haptens 1-3 and screened for catalytic reactions with alkene 8, a short chain analogue of
A biomimetic approach to dihydrobenzofuran synthesis
Benbow,Katoch-Rouse
, p. 4965 - 4972 (2007/10/03)
A method for an acid-catalyzed construction of dihydrobenzofuran heterocycles (14) from 2-(2′-hydroxyethyl)quinone precursors 10 is presented. The putative oxonium ion intermediate 17 formed by an intramolecular hydroxyl cyclization followed by dehydration is reduced in situ by an added dihydroquinone source. Good to excellent yields of cyclized products are realized in all cases except for highly electron deficient systems, and these suffer reduction prior to oxonium ion formation. All products are monomeric and derived from a two-electron transfer except for 10g, which affords the dimeric dihydrobenzofuran. The amount of cyclization or reduction product is governed by the HOMO/LUMO gap between the quinone substrate and the dihydroquinone additive, and the product distribution can be adjusted by modifying the electronic properties of the added reducing agent.
