24181-66-6Relevant academic research and scientific papers
γ-Alkoxylactones as Autounmasking Synthons for a One-step Construction of 1,3-Oxygenated Cyclopentanes. Synthesis of Fredericamycin A Core and Spirobenzylisoquinoline Alkaloids
Kessar, S. V.,Vohra, Rahul,Kaur, Nachhattar Pal,Singh, Kamal Nain,Singh, Paramjit
, p. 1327 - 1328 (2007/10/02)
Reaction of γ-alkoxyphthalide 7a with 3-indenyllithium leads to fredericamycin A core compound 5, whereas condensation of methylenedioxyphthalide 7b or 8 with lithiated N-methyltetrahydroisoquinoline-BF3 complex 9 affords spirobenzylisoquinoline alkaloids raddeanine 12, corydaine 13 and yenhusomidine 13.
A NOVEL AND HIGHLY STEREOSELECTIVE SYNTHESIS OF (+/-)-SIBIRICINE
Hanaoka, Miyoji,Kohzu, Masumi,Yasuda, Shingo
, p. 2621 - 2623 (2007/10/02)
A novel and stereoselective synthesis of (+/-)-sibiricine (1), a spirobenzylisoquinoline alkaloid, from the corresponding protoberberine (3) was developed using photo-oxygenation and photo-isomerization.
A TOTAL SYNTHESIS OF (+/-)-CORYDAINE FROM COPTISINE
Hanaoka, Miyoji,Ashimori, Atsuyuki,Yasuda, Shingo
, p. 2263 - 2264 (2007/10/02)
Regioselective protection of C8-hydroxy of the spiro-diol (6b) derived from coptisine (1b), followed by oxidation of C13-hydroxy afforded the keto-oxazolidine (8b) which was treated with sodium cyanoborohydride to provide (+/-)-corydaine (5b) in an excellent yield.
