Divergent access to polycyclic spiro- and fused-,O-ketals through Bi(OTf)-catalyzed [4+2]-annulation of cyclic -sulfonyl ketimines and alkynols

Bismuth( iii ) triflate-catalyzed [4+2]-annulation of cyclic N -sulfonyl ketimines (derived from saccharin) and alkynyl alcohols (4-pentyn-1-ols and 5-hexyn-1-ols) has been reported. This cascade annulation provides a diverse array of polycyclic spiro-and-fused N , O -ketals with excellent substrate...

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Published in:Chemical communications (Cambridge, England) England), 2024-01, Vol.6 (9), p.1144-1147
Main Authors: Nakate, Ashwini K, Kataria, Priyanka, Sambherao, Pooja I, Krishna, Gamidi Rama, Kontham, Ravindar
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Summary:Bismuth( iii ) triflate-catalyzed [4+2]-annulation of cyclic N -sulfonyl ketimines (derived from saccharin) and alkynyl alcohols (4-pentyn-1-ols and 5-hexyn-1-ols) has been reported. This cascade annulation provides a diverse array of polycyclic spiro-and-fused N , O -ketals with excellent substrate scope, good isolated yields, and diastereoselectivities under mild reaction conditions. Bismuth( iii ) triflate-catalyzed [4+2]-annulation of cyclic N -sulfonyl ketimines (derived from saccharin) and alkynyl alcohols (4-pentyn-1-ols and 5-hexyn-1-ols) has been reported.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc05599j