Synthesis of some 9-benzyl-8-azabicyclo[4.3.0]nonan-7-ones
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 21,p. 2385-2392
- https://doi.org/10.1039/p19770002385
Abstract
A route to cis,cis-9-benzyl-8-azabicyclo[4.3.0]nonan-7-one, based on the reaction of benzylmagnesium chloride with N-benzyl-cis-hexahydrophthalimide and in which N-benzyl-9-benzylidene-8-azabicyclo[4.3.0]nonan-7-one is a key intermediate, is described, and the introduction of carbon and oxygen substituents at C-6 of 8,9-dibenzyl-8-azabicyclo[4.3.0]nonan-7-one is reported. The preparation and some reactions of the cis,cis,cis- and trans,cis,trans-forms of N-benzyl-5-hydroxymethyl-2-methyl-8-azabicyclo[4.3.0]non-3-ene-7,9-dione are also described.Keywords
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