Chemistry Letters p. 1543 - 1546 (1983)
Update date:2022-08-04
Topics: Experimental terms Text format Explanation Chemical terms
Nabi, Yahia
Dhal, Robert
Brown, Eric
Michael addition of the carbanion of the dithian 7 (derived from O-benzylvanillin) on butenolide, afforded the saturated lactone 8.Alkylation of the latter with the benzylic bromide 6, followed by regeneration of the carbonyl group gave the α,β-disubstituted lactone 10.Reduction of the ketonic carbonyl group of compound 10 using NaBH4, followed by treatment with CF3CO2H and catalytic hydrogenolysis afforded (d,l)α-conidendrin 1.
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Doi:10.1016/S0022-328X(00)99290-8
(1983)Doi:10.1039/b107340k
(2002)Doi:10.1016/S0040-4039(00)99863-0
(1984)Doi:10.1021/ja00321a019
(1984)Doi:10.1021/jo00183a015
(1984)Doi:10.1016/S0040-4020(01)90903-2
(1983)