A ONE-POT CONVERSION OF PROPARGYLIC BROMIDES TO ALLENYLLITHIUMS, PROPARGYLLITHIUMS AND 1-PROPYNYLLITHIUMS

Authors
KANDA T ANDO Y KATO S KAMBE N SONODA N
Citation
T. Kanda et al., A ONE-POT CONVERSION OF PROPARGYLIC BROMIDES TO ALLENYLLITHIUMS, PROPARGYLLITHIUMS AND 1-PROPYNYLLITHIUMS, Synlett, (7), 1995, pp. 745-747
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
7
Year of publication
1995
Pages
745 - 747
Database
ISI
SICI code
0936-5214(1995):7<745:AOCOPB>2.0.ZU;2-J
Abstract
Reaction of BuTeLi with propargylic bromides yields corresponding alle nic and/or propargylic tellurides. The subsequent Li-Te exchange of th e tellurides at low temperatures affords allenyl- and/or propargyllith iums. Thus formed propa-1,2-dienyllithium rearranges to 1-propynyllith ium in refluxing THF. These organolithiums were trapped with carbonyl compounds to give homopropargylic and propargylic alcohols.