Issue 11, 1994

γ-Alkoxylactones as autounmasking synthons for a one-step construction of 1,3-oxygenated cyclopentanes. Synthesis of fredericamycin A core and spirobenzylisoquinoline alkaloids

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1994, 1327-1328

γ-Alkoxylactones as autounmasking synthons for a one-step construction of 1,3-oxygenated cyclopentanes. Synthesis of fredericamycin A core and spirobenzylisoquinoline alkaloids

S. V. Kessar, R. Vohra, N. P. Kaur, K. N. Singh and P. Singh, J. Chem. Soc., Chem. Commun., 1994, 1327 DOI: 10.1039/C39940001327

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