Eu(fod)(3)-catalyzed rearrangement of allylic esters possessing a chelating site. Application to enediyne synthesis

Authors
Dai, WM Lee, MYH
Citation
Wm. Dai et Myh. Lee, Eu(fod)(3)-catalyzed rearrangement of allylic esters possessing a chelating site. Application to enediyne synthesis, TETRAHEDR L, 40(12), 1999, pp. 2397-2400
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
12
Year of publication
1999
Pages
2397 - 2400
Database
ISI
SICI code
0040-4039(19990319)40:12<2397:EROAEP>2.0.ZU;2-Z
Abstract
A number of 1,2-dialkynyl-3-alkyl or 3-aryl allylic esters underwent a faci le Eu(fod)(3)-catalyzed rearrangement at 20-132 degrees C to give exclusive ly cis-enediynes. The eaters capable of forming a chelate with Eu(In) exhib ited a remarkably enhanced reactivity; the C-3 aryl group facilitated the r earrangement as well. (C) 1999 Elsevier Science Ltd. All rights reserved.