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π-Allyl cation cyclisations initiated by electrocyclic ring-opening of gem-dihalocyclopropanes

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Date

2001

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Abstract

The racemic modifications of the crinine alkaloids 1 and 2 have been synthesized for the first time and by a pathway that involves silver(I)-promoted electrocyclic ring-opening of the ring-fused gem-dichlorocyclopropane 3 and trapping of the resulting π-allyl cation by the tethered carbamate moiety so as to form the pivotal C3a-arylated hexahydroindole 14.

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Citation

URI

https://dspace-test.anu.edu.au/handle/1885/733757498

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DevOps Pure Testing

Source

Journal of the Chemical Society, Perkin Transactions 1

Type

Comment/debate

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DOI

10.1039/b106369n

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