SYNTHESIS AND ABSOLUTE-CONFIGURATION OF AN ISOTACTIC NONAMETHOXY-1-PENTACOSENE FROM THE BLUE-GREEN-ALGA SCYTONEMA-OCELLATUM

被引:7
作者
MORI, Y [1 ]
KAWAJIRI, N [1 ]
FURUKAWA, H [1 ]
MOORE, RE [1 ]
机构
[1] UNIV HAWAII,DEPT CHEM,HONOLULU,HI 96822
关键词
D O I
10.1016/S0040-4020(01)89416-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of the novel isotactic nonamethoy-1-pentacosene (3) isolated from the terrestrial blue-green alga Scytonema ocellatum was accomplished in a stereocontrolled manner and the absolute configuration was established.
引用
收藏
页码:11133 / 11142
页数:10
相关论文
共 15 条
[1]   ISONITRILES FROM THE BLUE-GREEN-ALGA SCYTONEMA-MIRABILE [J].
CARMELI, S ;
MOORE, RE ;
PATTERSON, GML ;
MORI, Y ;
SUZUKI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (14) :4431-4438
[2]   1,3-SYN DIASTEREOSELECTIVE REDUCTION OF BETA-HYDROXYKETONES UTILIZING ALKOXYDIALKYLBORANES [J].
CHEN, KM ;
HARDTMANN, GE ;
PRASAD, K ;
REPIC, O ;
SHAPIRO, MJ .
TETRAHEDRON LETTERS, 1987, 28 (02) :155-158
[3]   C-13 NMR CHEMICAL-SHIFT CORRELATIONS IN 1,3-DIOL ACETONIDES - IMPLICATIONS FOR THE STEREOCHEMICAL ASSIGNMENT OF PROPIONATE-DERIVED POLYOLS [J].
EVANS, DA ;
RIEGER, DL ;
GAGE, JR .
TETRAHEDRON LETTERS, 1990, 31 (49) :7099-7100
[4]   SYNTHETIC STUDY ON 1,3-POLYOLS - TOTAL SYNTHESIS OF (4S,6S,8S,10S,12R,14R,16R,18R,20R)-NONAMETHOXY-1-PENTACOSENE FROM BLUE-GREEN-ALGAE [J].
MORI, Y ;
KOHCHI, Y ;
OTA, T ;
SUZUKI, M .
TETRAHEDRON LETTERS, 1990, 31 (20) :2915-2916
[5]   ISOTACTIC POLYMETHOXY-1-ALKENES FROM BLUE-GREEN-ALGAE - SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY [J].
MORI, Y ;
KOHCHI, Y ;
SUZUKI, M ;
CARMELI, S ;
MOORE, RE ;
PATTERSON, GML .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :631-637
[6]   A CONVERGENT GENERAL SYNTHETIC PROTOCOL FOR SYN-1,3-POLYOLS [J].
MORI, Y ;
TAKEUCHI, A ;
KAGEYAMA, H ;
SUZUKI, M .
TETRAHEDRON LETTERS, 1988, 29 (42) :5423-5426
[7]   STEREOSELECTIVE REDUCTION OF BETA-ALKOXY KETONES - A SYNTHESIS OF SYN-1,3-DIOLS [J].
MORI, Y ;
KUHARA, M ;
TAKEUCHI, A ;
SUZUKI, M .
TETRAHEDRON LETTERS, 1988, 29 (42) :5419-5422
[8]  
MORI Y, 1991, TETRAHEDRON, V27, P4889
[9]   ISOTACTIC POLYMETHOXY-1-ALKENES FROM THE BLUE-GREEN-ALGA TOLYPOTHRIX-CONGLUTINATA VAR CHLORATA [J].
MYNDERSE, JS ;
MOORE, RE .
PHYTOCHEMISTRY, 1979, 18 (07) :1181-1183
[10]   TOTAL SYNTHESIS OF NATURAL-PRODUCTS HAVING 1,3-SYN-POLYOL, DELTA-LACTONE OF (2Z,5S,7S,9R,11R)-TETRAHYDROXYHEXACOS-2-ENOIC ACID AND 4,6,8,10,12,14,16,18,20-ALL-SYN-NONAMETHOXY-1-PENTACOSENE [J].
NAKATA, T ;
SUENAGA, T ;
NAKASHIMA, K ;
OISHI, T .
TETRAHEDRON LETTERS, 1989, 30 (47) :6529-6532