CONSTRUCTION OF THE TRICYCLIC CORE OF THE MARINE ALKALOID SARAIN-A

被引：69

作者：

SISKO, J ^{[1
]}

WEINREB, SM ^{[1
]}

机构：

[1] PENN STATE UNIV,DEPT CHEM,UNIVERSITY PK,PA 16802

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 10期

关键词：

D O I：

10.1021/jo00010a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkaloidal nucleus of sarain A (1) has been synthesized by a short route involving a [3 + 2] azomethine ylide cycloaddition and an allysilane/N-sulfonyliminium ion cyclization as key steps.

引用

页码：3210 / 3211

页数：2

共 18 条

[1] SYNTHESIS OF OMEGA-TRITIATED AND OMEGA-FLUORINATED ANALOGS OF THE TRAIL PHEROMONE OF SUBTERRANEAN TERMITES
CARVALHO, JF
PRESTWICH, GD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (07) : 1251 - 1258
[2] STRUCTURAL STUDIES ON SARAINE-A
CIMINO, G
SCOGNAMIGLIO, G
SPINELLA, A
TRIVELLONE, E
[J]. JOURNAL OF NATURAL PRODUCTS, 1990, 53 (06): : 1519 - 1525
[3] UNPRECEDENTED ALKALOID SKELETON FROM THE MEDITERRANEAN SPONGE RENIERA-SARAI - X-RAY STRUCTURE OF AN ACETATE DERIVATIVE OF SARAIN-A
CIMINO, G
MATTIA, CA
MAZZARELLA, L
PULITI, R
SCOGNAMIGLIO, G
SPINELLA, A
TRIVELLONE, E
[J]. TETRAHEDRON, 1989, 45 (12) : 3863 - 3872
[4] INTERMOLECULAR AND INTRAMOLECULAR AZOMETHINE YLIDE [3 + 2] DIPOLAR CYCLO-ADDITIONS FOR THE SYNTHESIS OF HIGHLY FUNCTIONALIZED PYRROLES AND PYRROLIDINES
DESHONG, P
KELL, DA
SIDLER, DR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (13) : 2309 - 2315
[5] OBSERVATIONS ON VARIOUS SILYL-CUPRATE REAGENTS
FLEMING, I
NEWTON, TW
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08): : 1805 - 1808
[6] GRAMAIN JC, 1989, HETEROCYCLES, V29, P1263
[7] Hiemstra H., 1988, ALKALOIDS, V32, P271
[8] METAL SILANOLATES - ORGANIC SOLUBLE EQUIVALENTS FOR O-2
LAGANIS, ED
CHENARD, BL
[J]. TETRAHEDRON LETTERS, 1984, 25 (51) : 5831 - 5834
[9] ESTERS AND AMIDES FROM AZIRIDINE 2-CARBOXYLIC ACID SALTS
LAMBERT, C
VIEHE, HG
[J]. TETRAHEDRON LETTERS, 1985, 26 (37) : 4439 - 4442
[10] ALLYLATION OF N-SULFONYL IMINES PRODUCED INSITU FROM ALDEHYDES AND N-SULFINYL-PARA-TOLUENESULFONAMIDE
RALBOVSKY, JL
KINSELLA, MA
SISKO, J
WEINREB, SM
[J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (04) : 573 - 579

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