ENEHYDROXYLAMINES AS VERSATILE COMPOUNDS IN 3,3-SIGMATROPIC REARRANGEMENTS

被引：20

作者：

REIS, LV

LOBO, AM

PRABHAKAR, S

机构：

[1] UNIV TECN LISBOA, CTR QUIM ESTRUTURAL, P-1096 LISBON, PORTUGAL

[2] UNIV NOVA LISBOA, DEPT QUIM, SECCAO QUIM ORGAN APLICADA, P-2825 MONTE DE CAPARICA, PORTUGAL

[3] UNIV NOVA LISBOA, SINTOR, P-2825 MONTE DE CAPARICA, PORTUGAL

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)77022-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enehydroxylamines react readily, in the presence of base, with electrophiles containing unsaturation to afford intermediates that, either spontaneously or upon heating, lead via a 3,3-sigmatropic rearrangement to alpha-substituted products.

引用

页码：2747 / 2750

页数：4

共 9 条

[1] BIECHERT S, 1989, SYNTHESIS-STUTTGART, P71
[2] PREPARATION OF VICINAL N-ALKYLAMINO ALCOHOLS VIA ACYLATION-REARRANGEMENT OF NITRONES FOLLOWED BY HYDRIDE REDUCTION
COATES, RM
CUMMINS, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (09) : 1383 - 1389
[3] ALPHA-OXYGENATION OF ALDEHYDES AND CYCLIC-KETONES BY ACYLATION REARRANGEMENT OF NITRONES
CUMMINS, CH
COATES, RM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (12) : 2070 - 2076
[4] DURST T, 1979, COMPREHENSIVE ORGANI, V3, P190
[5] HATANAKA N, 1986, HETEROCYCLES, V24, P1963
[6] HATANAKA N, 1986, HETEROCYCLES, V24, P1987
[7] A FACILE SYNTHESIS OF 4-OXO-4,5,6,7-TETRAHYDROINDOLES
MATSUMOTO, M
WATANABE, N
[J]. HETEROCYCLES, 1984, 22 (10) : 2313 - 2316
[8] THE REARRANGEMENTS OF THE NITRONES OF SIMPLE CYCLIC CONJUGATED KETONES
PRAGER, RH
RANER, KD
WARD, AD
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (02) : 381 - 387
[9] WHITTEN JP, 1988, SYNTHESIS-STUTTGART, P470

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