Reactivity of Rieke manganese: Synthesis of pyrrolidine and piperidine derivatives

Authors
Hojo, M Yoshizawa, J Funahashi, Y Okada, R Nakamura, S Tateiwa, J Hosomi, A
Citation
M. Hojo et al., Reactivity of Rieke manganese: Synthesis of pyrrolidine and piperidine derivatives, HETEROCYCLE, 49, 1998, pp. 85-88
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
49
Year of publication
1998
Pages
85 - 88
Database
ISI
SICI code
0385-5414(199812)49:<85:RORMSO>2.0.ZU;2-2
Abstract
Low-valent manganese generated by the reduction of manganese(II) chloride u sing lithium naphthalenide (Rieke manganese) promotes reactions of alkyl ha lides with electrophiles such as acyl chloride, aldehyde, and ketone to aff ord alkylation products. N-Haloalkyl-N-allyltosylamides are converted to py rrolidine and piperidine derivatives in high yields. In the reactions of ar omatic aldehyde and ketone, pinacol-type coupling products are produced.