The chemical retro-Bingel reaction: selective removal of bis(alkoxycarbonyl)methano addends from C-60 and C-70 with amalgamated magnesium

Authors
Moonen, NNP Thilgen, C Echegoyen, L Diederich, F
Citation
Nnp. Moonen et al., The chemical retro-Bingel reaction: selective removal of bis(alkoxycarbonyl)methano addends from C-60 and C-70 with amalgamated magnesium, CHEM COMMUN, (5), 2000, pp. 335-336
Citations number
24
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
5
Year of publication
2000
Pages
335 - 336
Database
ISI
SICI code
1359-7345(2000):5<335:TCRRSR>2.0.ZU;2-9
Abstract
Bis(alkoxycarbonyl)methano addends are removed from C-60 and C-70 derivativ es by reaction with amalgamated magnesium in dry THF; this facile and selec tive retro-Bingel reaction, which leaves pyrrolidine rings fused to C-60 in tact, opens up the possibility of using bis(alkoxycarbonyl)methano addends as protecting and reversible directing groups in the regioselective multipl e functionalization of fullerenes.