A Diels–Alder approach to functionalized cis-hydroisoquinolines. Attempts to prepare a tricyclic core unit of manzamine A
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 1815-1823
- https://doi.org/10.1039/p19910001815
Abstract
A dihydropyridinone 8 has been synthesized and shown to undergo efficient Lewis-acid mediated Diels–Alder cycloadditions leading to functionalized cis-hydroisoquinoline products such as 11, 13 and 14. Additional manipulations of both the dienophile 8 and a silyl enol ether cycloadduct 12 are also described, along with attempts to apply the cycloaddition route to the synthesis of a tricyclic manzamine A intermediate.Keywords
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