EFFICIENT STEREOSELECTIVE TOTAL SYNTHESIS OF DENTICULATIN-A AND DENTICULATIN-B

被引：34

作者：

ANDERSEN, MW

HILDEBRANDT, B

HOFFMANN, RW

机构：

[1] Fachbereich Chemie Der, Universität, Marburg, W-3550, Hans-Meerwei-Strasse

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 01期

关键词：

D O I：

10.1002/anie.199100971

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Five of the eight stereocenters of the denticulatin 1 were formed by stereoselective aldehyde allylboration. This approach allows an efficient synthesis of even complex molecules. Naturally occurring denticulatin is produced by Siphonaria, which are native to the tidal zones of the Indian Ocean and the Caribbean.

引用

页码：97 / 99

页数：3

共 11 条

[1] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES
DESS, DB
MARTIN, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) : 4155 - 4156
[2] ENDERS D, 1983, LIEBIGS ANN CHEM, P1439
[3] STEREOSELECTIVE ALDOL CONDENSATIONS VIA BORON ENOLATES
EVANS, DA
NELSON, JV
VOGEL, E
TABER, TR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (11) : 3099 - 3111
[4] THE DENTICULATINS, 2 POLYPROPIONATE METABOLITES FROM THE PULMONATE SIPHONARIA-DENTICULATA
HOCHLOWSKI, JE
FAULKNER, DJ
MATSUMOTO, GK
CLARDY, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (25) : 7413 - 7415
[5] Hoffmann R. W., 1987, ANGEW CHEM, V99, P503
[6] STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .31. STEREOSELECTIVE C-C BOND FORMATION USING CHIRAL Z-PENTENYLBORONATES
HOFFMANN, RW
DITRICH, K
KOSTER, G
STURMER, R
[J]. CHEMISCHE BERICHTE, 1989, 122 (09) : 1783 - 1789
[7] STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .28. STEREOCONTROL OF ADDITION OF CHIRAL (E)-(ALPHA-CHLOROCROTYL)BORONATES TO CHIRAL ALDEHYDES
HOFFMANN, RW
DRESELY, S
HILDEBRANDT, B
[J]. CHEMISCHE BERICHTE, 1988, 121 (12) : 2225 - 2230
[8] STEREOSELECTIVE SYNTHESES OF BUILDING-BLOCKS WITH 3 CONSECUTIVE STEREOGENIC CENTERS - IMPORTANT PRECURSORS OF POLYKETIDE NATURAL-PRODUCTS
HOFFMANN, RW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (06): : 489 - 503
[9] CHIRAL ALPHA-METHOXY-E-CROTYLBORONATES, REAGENTS FOR STEREOSELECTIVE C-C-BOND FORMATION UNDER REAGENT CONTROL OF DIASTEREOSELECTIVITY
HOFFMANN, RW
DRESELY, S
[J]. TETRAHEDRON LETTERS, 1987, 28 (44) : 5303 - 5306
[10] ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-PUMILIOTOXIN-A
OVERMAN, LE
LIN, NH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (19) : 3669 - 3670

← 1 2 →