Quinine-catalyzed highly enantioselective cycloannulation of o-quinone methides with malononitrile
2-Amino-3-cyano-4H-chromenes show great potential as novel anticancer agents. Here we report a quinine-catalyzed highly enantioselective formal 4 + 2 cycloaddition of ortho-quinone methides and malononitrile, providing a unique approach to 4-arylvinyl, 4-aryl and 4-vinyl 2-amino-3-cyano-4H-chromenes with excellent yields and enantioselectivities. Moreover, this reaction can be performed in up to 6 mmol scale without any noticeable loss of yield and stereoselectivity. This journal is
Electrochemical synthesis of chroman and euglobal skeletons via cycloaddition reaction of o-quinone methides and alkenes
Euglobal skeletons were synthesized by the intermolecular cycloaddition reaction of terpenes and o-quinone methides generated in situ by electrochemical oxidation. In a two-phase reaction medium composed of hexane-lithium perchlorate/nitromethane, 2-[1-(p
Chiba, Kazuhiro,Sonoyama, Junko,Tada, Masahiro
p. 1435 - 1443
(2007/10/03)
A New Generation of o-Quinone Methides from o-(1-(Alkylthio)alkyl)phenols under Mild Conditions
o-(1-(Alkylthio)alkyl)phenols are converted into o-quinone methides in good yield by treatment with silver oxide under mild conditions.Since the methides tend to prefer (E) configuration, cis-4-alkyl-2-alkoxychromans are exclusively obtained as a result o
Inoue, Tsutomu,Inoue, Seiichi,Sato, Kikumasa
p. 653 - 656
(2007/10/02)
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