A NEW 5,6-DIHYDRO-2H-1,3-OXAZINE SYNTHESIS VIA ASINGER-TYPE CONDENSATION

被引：22

作者：

DOMLING, A ^{[1
]}

UGI, IK ^{[1
]}

机构：

[1] TECH UNIV MUNICH,INST ORGAN CHEM,LICHTENBERGSTR 4,D-85747 GARCHING,GERMANY

来源：

TETRAHEDRON | 1993年 / 49卷 / 42期

关键词：

D O I：

10.1016/S0040-4020(01)80219-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this article - which we dedicate to the lifework1 of Professor Teruaki Mukaiyama - a new general 5,6-dihydro-2H-1,3-oxazine synthesis is described. 3-Hydroxy-2,2-dimethylpropionaldehyde is condensed with a second oxo component and ammonia to the title compound in several examples. In the case of citronellal diastereoselectivity is observed.

引用

页码：9495 / 9500

页数：6

共 18 条

[1] ASINGER F, 1974, CHEM ZTG, V98, P610
[2] SYNTHESES WITH KETONES SULFUR AND AMMONIA OR AMINES AT ROOM TEMPERATURE
ASINGER, F
OFFERMANNS, H
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1967, 6 (11) : 907 - +
[3] ASINGER F, 1958, ANGEW CHEM, V70, P67
[4] DIELS-ALDER REACTION OF UNACTIVATED 2-AZA-1,3-DIENES WITH DIETHYL KETOMALONATE - A CARBON-DIOXIDE EQUIVALENT
BARLUENGA, J
GONZALEZ, FJ
FUSTERO, S
[J]. TETRAHEDRON LETTERS, 1989, 30 (20) : 2685 - 2688
[5] BAUMANN C, 1993, ANGEW CHEM INT EDIT, V32, P1087, DOI 10.1002/anie.199310871
[6] THE 7-COMPONENT REACTION
DOMLING, A
UGI, I
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (04): : 563 - 564
[7] 3-SUBSTITUTED PROPIONALDEHYDE DERIVATIVES - STUDY OF CHEMISTRY OF 2-HYDROXYMETHYLGLYCERALDEHYDE ACETONIDE
JUST, G
ROSSY, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (08) : 1534 - 1538
[8] ATTEMPTED SYNTHESIS OF AN OXACEPHAM DERIVATIVE USING ISONITRILES AS BETA-LACTAM FORMING AGENTS - STABILITY OF DIHYDROOXAZINES AND INADEQUACY OF AMMONIA AS 4TH COMPONENT IN UGI REACTION
JUST, G
CHUNG, BY
GROZINGER, K
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (02): : 274 - 283
[9] KRAUSE J, Patent No. 3601221
[10] MUKAIYAMA T, 1987, ORGANIC SYNTHETIC RE

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