Issue 5, 1990

A new intramolecular aldol based route to benzannelated bicyclo[3.3.1]nonane derivatives

Abstract

A synthetic route to the title compounds is described based on the addition of 2-Iithiobenzaldehyde ethylene ketal to cyclohexane-1,4-dione ethylene ketal followed by acid-catalysed deprotection and in situ intramolecular stereospecific aldol cyclisation, which gives 8-hydroxy-1-methoxytricyclo[7.3.1.02,7]trideca-2,4,6-trien-10-one (1a); the synthetic potential of the methodology for preparation of various derivatives is described.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 406-408

A new intramolecular aldol based route to benzannelated bicyclo[3.3.1]nonane derivatives

R. J. K. Taylor, S. M. Turner and D. C. Horwell, J. Chem. Soc., Chem. Commun., 1990, 406 DOI: 10.1039/C39900000406

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