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Stereoselective synthesis of 3-(phenylsulphonyl)-2,5 disubstituted tetrahydrofurans via 5-endo-trig ring-closure reactions

✍ Scribed by Donald Craig; Alison M. Smith

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
259 KB
Volume
33
Category
Article
ISSN
0040-4039

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✦ Synopsis

The synthesis and srereoseleclive 5-endo-Irig cyclization reactions of a series of sulphonyl-subst,slituted homoallylic alcohols are reported. Some competing reactions are described. and a model is proposed to account for the observed stereoselectivity.

πŸ“œ SIMILAR VOLUMES

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Electrophilic 5-endo-trig Cyclizations of 2-Silyl-3-alkenols. A Stereoselective Route to Polysubstituted Tetrahydrofurans. -The scope and limitations of the 5-endo-trig-like cyclization of 9 2-silyl-3-alkenols, e.g. (I), to give tetrahydrofurans, e.g. (III), is investigated. The regioselectivity see