[2,3]-Wittig sigmatropic rearrangement of γ-allyloxy-β-enaminoesters

被引：0

作者：

Pévet, I ^{[1
]}

Meyer, C ^{[1
]}

Cossy, J ^{[1
]}

机构：

[1] ESPCI, CNRS, Chim Organ Lab, F-75231 Paris 05, France

来源：

SYNLETT | 2003年 / 05期

关键词：

beta-ketoesters; beta-enaminoesters; lithiation; Wittig rearrangement; lactones;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The dianions derived from gamma-allyloxy-beta-enaminoesters undergo a [2,3]-Wittig sigmatropic rearrangement leading to gamma-hydroxy-beta-enaminoester derivatives, which can be subsequently lactonized to the corresponding 4-aminofuran-2(5H)-ones.

引用

页码：663 / 666

页数：4

共 50 条

[21] The aza-[2,3]-Wittig sigmatropic rearrangement of acyclic amines: Scope and limitations of silicon assistance
Anderson, JC
Flaherty, A
Swarbrick, ME
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (26): : 9152 - 9156
[22] [2,3]-WITTIG SIGMATROPIC REARRANGEMENT INVOLVING TITANIUM AND TIN ESTER ENOLATES GENERATED VIA TRANSMETALATION
MIKAMI, K
TAKAHASHI, O
FUJIMOTO, K
NAKAI, T
SYNLETT, 1991, (09) : 629 - 630
[23] [2,3]-sigmatropic rearrangement of ammonium ylids
Sançon, JP
Sweeney, J
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U190 - U190
[24] New [2,3]-sigmatropic rearrangement of allylsulfinylcarbanions
Kirii, AV
Yurchenko, AG
Fokin, AA
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (03) : 450 - 451
[25] New [2,3]-Sigmatropic Rearrangement of Allylsulfinylcarbanions
A. V. Kirii
A. G. Yurchenko
A. A. Fokin
Russian Journal of Organic Chemistry, 2002, 38 : 450 - 451
[26] FEASIBILITY STUDIES ON AMINO-[2,3]WITTIG REARRANGEMENT - SILYL TRIFLATE-MEDIATED [2,3]-SIGMATROPIC REARRANGEMENT OF ALPHA-ALLYLAMINO ESTERS
MURATA, Y
NAKAI, T
CHEMISTRY LETTERS, 1990, (11) : 2069 - 2072
[27] Lewis base-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones
Sato, Y
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2005, 34 (04) : 588 - 589
[28] Ammonium carboxylate-catalyzed [2,3]-Wittig rearrangement of silyl enolates generated from α-allyloxy esters
Sato, Y
Fujisawa, H
Mukaiyama, T
CHEMISTRY LETTERS, 2005, 34 (08) : 1188 - 1189
[29] Enantiocontrol in the [2,3]-Wittig-rearrangement
Barrett, IM
Breeden, SW
TETRAHEDRON-ASYMMETRY, 2004, 15 (19) : 3015 - 3017
[30] [2,3]-WITTIG SIGMATROPIC REARRANGEMENTS IN ORGANIC-SYNTHESIS
NAKAI, T
MIKAMI, K
CHEMICAL REVIEWS, 1986, 86 (05) : 885 - 902

← 1 2 3 4 5 →