119367-68-9Relevant articles and documents
Stereoselective synthesis of cis-1,3-disubstituted 1,3-dihydroisobenzofurans via arenechromium tricarbonyl methodology.
Coote, Steven J.,Davies, Stephen G.,Middlemiss, David,Naylor, Alan
, p. 81 - 88 (1989)
Phthalanchromium tricarbonyl is converted by t-butyllithium and alkyl halides completely stereoselectively into the corresponding exo-1-methyl, ethyl and benzyl derivatives.Double methylation of phthalanchromium tricarbonyl generates completely stereoselectively exo-cis-1,3-dimethylphthalanchromium tricarbonyl, from which cis-1,3-dimethylphthalan is liberated on oxidation.In contrast, double methylation of phthalan itself produces a 40/60 mixture of cis- and trans-1,3-dimethylphthalan.
Copper-Catalyzed Enantioselective Hydroalkoxylation of Alkenols for the Synthesis of Cyclic Ethers
Chen, Dake,Berhane, Ilyas A.,Chemler, Sherry R.
supporting information, p. 7409 - 7414 (2020/06/29)
The copper-catalyzed enantioselective intramolecular hydroalkoxylation of unactivated alkenes for the synthesis of tetrahydrofurans, phthalans, isochromans, and morpholines from 4- and 5-alkenols is reported. The substrate scope is complementary to existing enantioselective alkene hydroalkoxylations and is broad with respect to substrate backbone and alkene substitution. The asymmetric induction and isotopic labeling studies support a polar/radical mechanism involving enantioselective oxycupration followed by C-[Cu] homolysis and hydrogen atom transfer. Synthesis of the antifungal insecticide furametpyr was accomplished.
