INTRAMOLECULAR ALDER ENE APPROACH TO STEREOCHEMICAL CONTROL OVER 3 CONTIGUOUS STEREOGENIC CENTERS - SYNTHESIS OF (+/-)-METHYL CUCURBATE AND (+/-)-METHYL EPIJASMONATE

被引：16

作者：

SARKAR, TK ^{[1
]}

GHORAI, BK ^{[1
]}

BANERJI, A ^{[1
]}

机构：

[1] BHABHA ATOM RES CTR, DIV BIOORGAN, MODULAR LAB, BOMBAY 400085, INDIA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 37期

关键词：

D O I：

10.1016/0040-4039(94)85038-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of epijasmonoids, (+/-)-methyl cucurbate and (+/-)-methyl epijasmonate is described starting from aldehyde 14, where the key step is a highly stereocontrolled 5- (3,4) ene cyclization 17 --> 18.

引用

页码：6907 / 6908

页数：2

共 23 条

[21] Remote control of Diels-Alder additions. Enantioselective synthesis of (2R)-1,2,3,4-tetrahydro-2-hydroxy-5,8-dimethoxynaphthalen-2-yl methyl ketone (Wong's anthracycline intermediate) from furfural
TheurillatMoritz, V
Guidi, A
Vogel, P
TETRAHEDRON-ASYMMETRY, 1997, 8 (20) : 3497 - 3501
[22] ENE APPROACH FOR CONCURRENT CONTROL OVER THE CHIRAL CENTERS AT C-20 AND C-22 OF STEROID SIDE-CHAINS - A HIGHLY STEREOCONTROLLED SYNTHESIS OF (20S,22R)-(ERYTHRO-)22-HYDROXY-23,24-ACETYLENIC STEROID SIDE-CHAINS
MIKAMI, K
LOH, TP
NAKAI, T
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (21) : 1430 - 1431
[23] Synthesis and spectroscopic (1H NMR, ESR) characterization of new aryloxy-Mn(II) complexes:: steric control over O- vs. phenyl-π-coordination of ArO- ligands (ArO- = C6H5O-, 4-methyl-C6H4O-, 3,5-dimethyl-C6H3O-, 2,6-di-tert-butyl-C6H3O-, 2,6-dimethyl-C6H3O-) to the "Mn(II)Cp" moiety, and their reactivity with carbon dioxide
Aresta, M
Tommasi, I
Dileo, C
Dibenedetto, A
Narracci, M
Ziolkowski, J
Jezierski, A
CANADIAN JOURNAL OF CHEMISTRY, 2001, 79 (5-6) : 570 - 577

← 1 2 3 →