A new and convenient synthesis of 2-amidofurans using the jacobi bis-heteroannulation method

被引:16
作者
Liu, B [1 ]
Padwa, A [1 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(99)00071-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclic 2-amidofurans were obtained using an intramolecular Diels-Alder reaction of 2-amido substituted oxazoles containing a tethered alkyne. This transformation represents a new route to this rare heterocyclic ring system. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1645 / 1648
页数:4
相关论文
共 27 条
[1]  
[Anonymous], ALKALOIDS
[2]  
BLACK DS, 1990, TETRAHEDRON LETT, V30, P5807
[3]   SEQUENTIAL AND CASCADE [2+2]-CYCLOADDITION-PALLADIUM CATALYZED CYCLIZATION - BICYCLIC BETA-LACTAMS [J].
BURWOOD, M ;
DAVIES, B ;
DIAZ, I ;
GRIGG, R ;
MOLINA, P ;
SRIDHARAN, V ;
HUGHES, M .
TETRAHEDRON LETTERS, 1995, 36 (49) :9053-9056
[4]   CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .4. EFFECTS OF HIPPADINE, AN AMARYLLIDACEAE ALKALOID, ON TESTICULAR FUNCTION IN RATS [J].
CHATTOPADHYAY, S ;
CHATTOPADHYAY, U ;
MATHUR, PP ;
SAINI, KS ;
GHOSAL, S .
PLANTA MEDICA, 1983, 49 (04) :252-254
[5]  
COCKERILL AF, 1976, SYNTHESIS-STUTTGART, P591
[6]   REACTIONS OF 2-AMINOOXAZOLES AND 2-AMINOTHIAZOLES WITH DIENOPHILES - ISOLATION OF STABLE DIELS-ALDER ADDUCTS [J].
CRANK, G ;
KHAN, HR .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (05) :1281-1284
[7]   CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .1. ALKALOIDS OF CRINUM-PRATENSE [J].
GHOSAL, S ;
RAO, PH ;
JAISWAL, DK ;
KUMAR, Y ;
FRAHM, AW .
PHYTOCHEMISTRY, 1981, 20 (08) :2003-2007
[8]   PALLADIUM CATALYZED INTRAMOLECULAR COUPLING OF ARYL AND BENZYLIC HALIDES AND RELATED TANDEM CYCLIZATIONS - A SIMPLE SYNTHESIS OF HIPPADINE [J].
GRIGG, R ;
TEASDALE, A ;
SRIDHARAN, V .
TETRAHEDRON LETTERS, 1991, 32 (31) :3859-3862
[9]  
GRUNDON MF, 1989, NAT PROD REP, V6, P85
[10]   A NEW APPROACH TO PYRROLOPHENANTHRIDONE ALKALOIDS VIA ALLENE INTRAMOLECULAR CYCLOADDITION - TOTAL SYNTHESIS OF HIPPADINE [J].
HAYAKAWA, K ;
YASUKOUCHI, T ;
KANEMATSU, K .
TETRAHEDRON LETTERS, 1987, 28 (47) :5895-5898