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Facile nucleophilic substitution at the C3a tertiary carbon of the 3a-bromohexahydropyrrolo[2,3-b]indole scaffold

โœ Scribed by Villanueva-Margalef, Isabel; Thurston, David E.; Zinzalla, Giovanna


Book ID
118218160
Publisher
Royal Society of Chemistry
Year
2010
Tongue
English
Weight
396 KB
Volume
8
Category
Article
ISSN
1477-0520

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Nucleophilic substitution at a saturated
โœ Johann Gasteiger; Karlheinz Kaufmann; Christian Herzig; T.William Bentley ๐Ÿ“‚ Article ๐Ÿ“… 1985 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 195 KB

Whereas reaction of trans-2-chloro or 2-bromo-3-tert-butyloxirane with thiophenc Zate occuรฏ>s at C-3 to gi7>e 2-phenylmercapto-3,3-dimethyZbutanaZ,phenoZates give substitution at C-2 witk retention of tke oxirane ring and retention of configuration witk kinetics tkat indicate a bimoZecuZar meckanism