
Tetrahedron p. 8753 - 8766 (1991)
Update date:2022-07-29
Topics: NMR spectroscopy Silyl enol ethers Steric Effects Stereoelectronic Effects Diastereofacial Selectivity Experimental conditions Reaction Selectivity
Iqbal, Javed
Shukla, Alka
The chlorosulfides 1 or 2 react with silyl enol ethers in presence of anhydrous zinc bromide to give mainly the corresponding syn products 4 or 6 respectively.The high syn selectivity of thee reactions is explained by nucleophilic addition to a chelated chiral thionium ion.
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Doi:10.3987/COM-12-12442
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(1991)Doi:10.1002/anie.201202392
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(2012)Doi:10.1016/0040-4039(91)80572-N
(1991)