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The stereochemical course of epoxide ring opening by allylic grignard reagents

✍ Scribed by Hugh Felkin; Georges Roussi


Publisher
Elsevier Science
Year
1965
Tongue
French
Weight
280 KB
Volume
6
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


Ring opening of benzothiazoles with ally
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## Anovel ring opening reaction of the benzothiazole system with ally-1icGrignard reagents is reported. A possible mechanism is presented.

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This epoxide was obtained stereoselectively (> 95% ) on reaction of corresponding C-2O,C-22 olefin with osmium tetroxide (1.2 eq., 10Β°,1hr,85X yield) followed by basic cyclisation of the resulting C-2O,C-22 diol via its C-22 monomesylate (74% overall yield).