92587-78-5Relevant articles and documents
Copper(I)-Catalyzed Enantioselective Intramolecular Aminotrifluoromethylation of O-Homoallyl Benzimidates
Mou, Xue-Qing,Rong, Feng-Ming,Zhang, Heng,Chen, Gong,He, Gang
, p. 4657 - 4661 (2019)
In the present paper, the Cu(I)-catalyzed intramolecular aminotrifluoromethylation of O-homoallyl benzimidates with Togni reagent I was reported. O-Homoallyl benzimidates equipped with terminal alkenes produced chiral 1,3-oxazines with high enantioselectivity in the presence of a chiral BOX ligand, and racemic tetrahydro-1,3-oxazepines were obtained in high yields from internal alkene derivatives with a monoprotected amino acid additive under similar conditions.
HFIP Solvent Enables Alcohols to Act as Alkylating Agents in Stereoselective Heterocyclization
Zhu, Yuxiang,Colomer, Ignacio,Thompson, Amber L.,Donohoe, Timothy J.
supporting information, p. 6489 - 6493 (2019/05/06)
A new method for the stereoselective synthesis of highly functionalized oxygen heterocycles using allyl or benzyl alcohols as alkylating agents is presented. The process is efficient and atom economic, generating water as the only stoichiometric byproduct. Substoichiometric amounts of Ti(OiPr)4 in HFIP solvent are key to this reactivity, and the method tolerates a broad substitution pattern on both the alcohol initiator and homoallylic alcohol substrate. Preliminary mechanistic studies reveal in situ formation of a titanium complex with HFIP which may initiate the cyclization reaction. Further stereoselective functionalization of the products allows access to a diverse range of interesting heterocyclic structures.
Syntheses of Polycyclic Tetrahydrofurans by Cascade Reactions Consisting of Five-Membered Ring Selective Prins Cyclization and Friedel-Crafts Cyclization
Sakata, Yuki,Yasui, Eiko,Takatori, Kazuhiko,Suzuki, Yuji,Mizukami, Megumi,Nagumo, Shinji
supporting information, p. 9103 - 9118 (2018/07/21)
A novel cascade reaction consisting of a five-membered ring selective Prins cyclization and a subsequent Friedel-Crafts cyclization is reported. Treatment of homocinnamyl alcohols and aromatic aldehydes with BF3·OEt2 in CH2/sub