Halogen/Metal vs. Hydrogen/Metal Exchange: General or Specific Site Selectivity as Exemplified in the Camphene Series | Zendy

Garamszegi László | Zendy; Schlosser Manfred | Zendy

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Halogen/Metal vs. Hydrogen/Metal Exchange: General or Specific Site Selectivity as Exemplified in the Camphene Series

Author(s) -

Garamszegi László,

Schlosser Manfred

Publication year - 1997

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19971300112

Subject(s) - chemistry , methyllithium , electrophile , halogen , camphene , heptane , selectivity , lithium (medication) , metal , lithium metal , medicinal chemistry , hydrogen , metalation , organic chemistry , stereochemistry , catalysis , alkyl , chromatography , essential oil , medicine , electrode , electrolyte , endocrinology

(Z)‐(3,3‐Dimethylbicyclo[2.2.1]hept‐2‐ylidene)methyllithium can be readily generated by treatment of (Z)‐3‐bromomethylene‐2,2‐dimethylbicyclo[2.2.1]heptane with tert ‐butyl‐lithium. At ‐75°C, the organometallic intermediate is configurationally stable and reacts with a variety of electrophiles under stereochemical retention.

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