AN APPROACH TO THE CEPHALOTAXINE RING SKELETON USING AN AMMONIUM YLIDE STEVENS [1,2]-REARRANGEMENT

Authors
BEALL LS PADWA A
Citation
Ls. Beall et A. Padwa, AN APPROACH TO THE CEPHALOTAXINE RING SKELETON USING AN AMMONIUM YLIDE STEVENS [1,2]-REARRANGEMENT, Tetrahedron letters, 39(24), 1998, pp. 4159-4162
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
24
Year of publication
1998
Pages
4159 - 4162
Database
ISI
SICI code
0040-4039(1998)39:24<4159:AATTCR>2.0.ZU;2-K
Abstract
Ammonium ylides derived from the Cu(II)-catalyzed decomposition of alp ha-diazo carbonyls tethered to tertiary amines underwent a benzylic St evens [1,2]-rearrangement to give tetrahydro isoquinolines or benzazep ines containing fused five-membered rings, a feature found in the ceph alotaxus and lycorane alkaloids. (C) 1998 Elsevier Science Ltd. All ri ghts reserved.