Formal [3+2] cycloaddition reaction of [1,4]oxazin-2-ones and α-alkynyl ketones via a tandem Mukaiyama-Aldol addition/aza-cope rearrangement

被引:3
作者
Obrecht, D [1 ]
Zumbrunn, C [1 ]
Müller, K [1 ]
机构
[1] Hoffmann La Roche Ag, Pharma Res, CH-4070 Basel, Switzerland
关键词
D O I
10.1021/jo9902695
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:6891 / 6895
页数:5
相关论文
共 25 条
[1]   SILVER MEDIATED ACETYLENIC OXY COPE REARRANGEMENT [J].
BLUTHE, N ;
GORE, J ;
MALACRIA, M .
TETRAHEDRON, 1986, 42 (05) :1333-1344
[2]   DIELS-ALDER REACTIONS OF AZADIENES [J].
BOGER, DL .
TETRAHEDRON, 1983, 39 (18) :2869-2939
[3]   DIELS-ALDER REACTIONS WITH 2H-PYRAN-2-ONES - REACTIVITY AND SELECTIVITY [J].
EFFENBERGER, F ;
ZIEGLER, T .
CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (08) :1339-1346
[4]   [4+2]cycloadditions between 2-pyrones and benzyne. Application to the synthesis of binaphthyls. [J].
Escudero, S ;
Perez, D ;
Guitian, E ;
Castedo, L .
TETRAHEDRON LETTERS, 1997, 38 (30) :5375-5378
[5]   2-AZA-1,3-DIENES - METHODS OF SYNTHESIS AND STEREOCHEMICAL STUDIES [J].
GHOSEZ, L ;
BAYARD, P ;
NSHIMYUMUKIZA, P ;
GOUVERNEUR, V ;
SAINTE, F ;
BEAUDEGNIES, R ;
RIVERA, H ;
FRISQUEHESBAIN, AM ;
WYNANTS, C .
TETRAHEDRON, 1995, 51 (40) :11021-11042
[6]   X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .17. SEQUENTIAL MICHAEL ADDITION-5-ENDO-TRIG CYCLIZATION OF ARYLIDENE IMINES OF ALPHA-AMINO-ACID ESTERS [J].
GRIGG, R ;
KEMP, J ;
MALONE, JF ;
RAJVIROONGIT, S ;
TANGTHONGKUM, A .
TETRAHEDRON, 1988, 44 (17) :5361-5374
[7]  
KOZIKOWSKI AP, 1978, TETRAHEDRON LETT, V44, P4241
[8]   A FACILE PREPARATION OF 2-SUBSTITUTED AND 5-SUBSTITUTED 3-BROMOTHIOPHENES [J].
MASQUELIN, T ;
OBRECHT, D .
TETRAHEDRON LETTERS, 1994, 35 (50) :9387-9390
[9]   A novel access to 2,4-substituted quinolines from acetylenic ketones [J].
Masquelin, T ;
Obrecht, D .
TETRAHEDRON, 1997, 53 (02) :641-646
[10]  
MASQUELIN T, 1995, SYNTHESIS-STUTTGART, P276