59304-99-3Relevant articles and documents
Organocatalytic Enantioselective Michael-Aldol[3+2] Annulation for the Synthesis of Nitro-Methanobenzo[7] annulenes
Liu, Jin-Yu,Zhang, Xiao-Hai,Zhang, Yang
supporting information, p. 5008 - 5011 (2021/09/28)
We report an enantioselective Michael-Aldol[3+2] annulation between 2-alkyl-3-hydroxynaphthalene-1,4-diones and nitroalkenes using a bifunctional thiourea catalyst, and a series of nitro-methanobenzo[7]annulenes with potential biological activities were synthesized in good yields with excellent enantio- and diastereoselectivities. A gram-scale synthesis and further transformation of the product demonstrated the synthetic value of this reaction.
Organocatalytic Asymmetric Formal [3+2] Cycloaddition as a Versatile Platform to Access Methanobenzo[7]annulenes
Ramachary, Dhevalapally B.,Anif Pasha, Mohammed,Thirupathi, Guguloth
supporting information, p. 12930 - 12934 (2017/09/13)
Pharmaceutically and structurally important methanobenzo[7]annulenes were synthesized in very good yields with excellent enantio- and diastereoselectivities through an unprecedented organocatalytic formal [3+2] cycloaddition from readily available 2-alkyl-3-hydroxynaphthalene-1,4-diones and alkyl vinyl ketones.
A new method to prepare 3-alkyl-2-hydroxy-1,4-naphthoquinones: Synthesis of lapachol and phthiocol
Ferreira, Sabrina Baptista,Rodriguesdarocha, David,Carneiro, José Walkimar M.,Santos, Wilson Costa,Ferreira, Vitor Francisco
supporting information; experimental part, p. 1551 - 1554 (2011/08/04)
In this article a mild, simple, safe, and chemoselective synthesis and reduction of o-quinone methides to the corresponding 3-alkyl-2-hydroxy-1,4- naphthoquinones, compounds with interesting biological activity, mediated by the formic acid-water system is described. This new one-pot methodology was applied to the synthesis of lapachol and constitutes an efficient and inexpensive alternative for the preparation of this natural bioactive compound Georg Thieme Verlag Stuttgart ? New York.