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Organolithium additions to styrene derivatives—III.1,2 Enantioselective routes to 2-arylalkanoic acids

✍ Scribed by Xudong Wei; Richard J.K. Taylor

Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
257 KB
Volume
8
Category
Article
ISSN
0957-4166

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✦ Synopsis

Organolithium addition to styrene and its derivatives, followed by electrophilic trapping, has been investigated in the presence of (-)-sparteine. With styrene, enantiomeric excesses up to 30% were observed, the ee depending on the solvent, temperature and electrophile. With 2-substituted styrenes, butyllithium addition followed by carboxylation gave a range of 2-arylheptanoic acids with ee's up to 72% (with 2-methoxystyrene in cumene at -95°C). ¢~

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