THERMODYNAMIC CONTROL OF STEREOCHEMISTRY IN THE SYNTHESIS OF 1-OXAQUINOLIZIDINE SKELETAL PORTIONS OF XESTOSPONGIN-A

被引:15
作者
HOYE, TR
NORTH, JT
机构
[1] Department of Chemistry University of Minnesota, Minneapolis
关键词
D O I
10.1016/S0040-4039(00)97601-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis and stereochemical studies of the title heterobicycles (5a-d and 6b-d)-- model systems for probing control of xestospongin A-like stereochemistry-are described. © 1990.
引用
收藏
页码:4281 / 4284
页数:4
相关论文
共 9 条
[1]   NMR SPECTRA AND CONFORMATIONS OF SOME TETRAHYDRO-1,3-OXAZINES [J].
ALLINGHAM, Y ;
COOKSON, RC ;
CRABB, TA ;
VARY, S .
TETRAHEDRON, 1968, 24 (12) :4625-+
[2]   ANOMERIC EFFECT - CONFORMATIONAL EQUILIBRIA OF TETRAHYDRO-1,3-OXAZINES AND 1-METHYL-1,3-DIAZANE [J].
BOOTH, H ;
LEMIEUX, RU .
CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (05) :777-&
[4]   DEUTERIUM CHEMICAL-SHIFTS AND CHEMICAL-SHIFT PARAMETERS IN METHYLCYCLOHEXANES [J].
CURTIS, J ;
DALLING, DK ;
GRANT, DM .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (02) :136-142
[5]  
DESLONGCHAMPS P, 1983, STEREOELECTRONIC EFF, P26
[6]   UNSATURATED AMINES .16. AN OXIDATIVE CYCLIZATION ROUTE TO OXAZOLIDINES AND TETRAHYDRO-1,3-OXAZINES [J].
LEONARD, NJ ;
MUSKER, WK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (19) :5148-5155
[7]   STRUCTURES OF XESTOSPONGIN-A, XESTOSPONGIN-B, XESTOSPONGIN-C AND XESTOSPONGIN-D, NOVEL VASODILATIVE COMPOUNDS FROM MARINE SPONGE, XESTOSPONGIA-EXIGUA [J].
NAKAGAWA, M ;
ENDO, M ;
TANAKA, N ;
LEE, GP .
TETRAHEDRON LETTERS, 1984, 25 (30) :3227-3230
[8]  
RIDDELL FG, 1968, J CHEM SOC B, P1224
[9]   ZUR KENNTNIS DES 1-OXACHINOLIZIDINS UND DES 1-OXAINDOLIZIDINS [J].
WINTERFELD, K ;
MICHAEL, H .
ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1961, 294 (02) :65-&