Thermally induced isomerization of cis-1,3,4-trisubstituted 2-azetidinones

被引:34
作者
Alcaide, B [1 ]
Almendros, P [1 ]
Salgado, NR [1 ]
Rodríguez-Vicente, A [1 ]
机构
[1] Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, Madrid 28040, Spain
关键词
D O I
10.1021/jo000229x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:4453 / 4455
页数:3
相关论文
共 60 条
[1]   Novel diethylaluminum chloride promoted reactions of the azetidine ring: Efficient and stereocontrolled entry to functionalized olefins, pyrrolidines, and pyrroles [J].
Alcaide, B ;
Almendros, P ;
Aragoncillo, C ;
Salgado, NR .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (26) :9596-9604
[2]   Rapid entry to enantiopure polycyclic β-lactams via intramolecular nitrone-alkene cycloaddition of 2-azetidinone-tethered alkenylaldehydes [J].
Alcaide, B ;
Alonso, JM ;
Aly, MF ;
Sáez, E ;
Martínez-Alcázar, MP ;
Hernández-Cano, F .
TETRAHEDRON LETTERS, 1999, 40 (29) :5391-5394
[3]   Diastereoselective Baylis-Hillman reaction of 4-oxoazetidine-2-carbaldehydes:: rapid, stereocontrolled and divergent radical synthesis of highly functionalised β-lactams fused to medium rings [J].
Alcaide, B ;
Almendros, P ;
Aragoncillo, C .
CHEMICAL COMMUNICATIONS, 1999, (18) :1913-1914
[4]   Stereoselective synthesis of fused bicyclic β-lactams through radical cyclization of enyne-2-azetidinones [J].
Alcaide, B ;
Rodríguez-Campos, IM ;
Rodríguez-López, J ;
Rodríguez-Vicente, A .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (15) :5377-5387
[5]   New synthesis of fused tricyclic 2-azetidinones using stereoselective allylation of cis-4-formyl-β-lactams and intramolecular Diels-Alder reaction [J].
Alcaide, B ;
Almendros, P .
TETRAHEDRON LETTERS, 1999, 40 (05) :1015-1018
[6]   The use of aqueous dimethylamine as reagent for the regiospecific C4-epimerization of cis-3-substituted 4-formyl-2-azetidinones [J].
Alcaide, B ;
Aly, MF ;
Rodríguez-Vicente, A .
TETRAHEDRON LETTERS, 1998, 39 (32) :5865-5866
[7]   Stereoselective allylation of 4-oxoazetidine-2-carbaldehydes.: Application to the stereocontrolled synthesis of fused tricyclic β-lactams via intramolecular Diels-Alder reaction of 2-azetidinone-tethered trienes [J].
Alcaide, B ;
Almendros, P ;
Salgado, NR .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (11) :3310-3321
[8]  
ALCAIDE B, 1986, HETEROCYCLES, V24, P1579
[9]   Base-promoted isomerization of cis-4-formyl-2-azetidinones:: Chemoselective C4-epimerization vs rearrangement to cyclic enaminones [J].
Alcaide, B ;
Aly, MF ;
Rodríguez, C ;
Rodríguez-Vicente, A .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (11) :3453-3459
[10]  
[Anonymous], 1993, ORGANIC CHEM BETA LA