SEQUENTIAL 2-ELECTRON OXIDATION OF ALPHA,ALPHA'-DISIFYLMETHYLAMINES TO GENERATE NONSTABILIZED AZOMETHINE YLIDE - AN IDEAL APPROACH FOR THE CONSTRUCTION OF SUBSTITUTED AND FUSED PYRROLIDINE RING-SYSTEMS

Authors
PANDEY G LAKSHMAIAH G GADRE SR
Citation
G. Pandey et al., SEQUENTIAL 2-ELECTRON OXIDATION OF ALPHA,ALPHA'-DISIFYLMETHYLAMINES TO GENERATE NONSTABILIZED AZOMETHINE YLIDE - AN IDEAL APPROACH FOR THE CONSTRUCTION OF SUBSTITUTED AND FUSED PYRROLIDINE RING-SYSTEMS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(2), 1996, pp. 91-98
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
35
Issue
2
Year of publication
1996
Pages
91 - 98
Database
ISI
SICI code
0376-4699(1996)35:2<91:S2OOAT>2.0.ZU;2-L
Abstract
alpha,alpha'-Di( trimethylsilylmethyl)amines undergo sequential double desilylation processes. by two-electron oxidation initiated either by photoinduced electron transfer (PET) or Ag(I)F, to produce non-stabil ized azomethine ylides efficiently which upon trapping with appropriat e dipolarophiles give the corresponding pyrrolidines. Application of t his strategy to cyclic analogue for the rapid construction of biologic ally important 1-azabicyclo[m,3.0]alkane framework is discussed.