Preliminary feasibility studies on total synthesis of the unusual marine bryozoan alkaloids chartellamide A and B

被引：32

作者：

Pinder, JL ^{[1
]}

Weinreb, SM ^{[1
]}

机构：

[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 21期

基金：

美国国家科学基金会;

关键词：

Staudinger cycloadditions; azetidinones; imines; alkaloids; marine metabolites;

D O I：

10.1016/S0040-4039(03)00876-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A strategy for synthesis of the chartellamide marine alkaloids has been tested in a model, leading to the polycyclic ring system of the natural product. but which unfortunately does not provide the requisite C-9,20 relative stereochemistry. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4141 / 4143

页数：3

共 15 条

[11] Marine alkaloids .19. Three new alkaloids, securamines E-G, from the marine bryozoan Securiflustra securifrons [J].

Rahbaek, L ;

Christophersen, C .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02) :175-177

[12] Marine alkaloids .18. Securamines and securines, halogenated indole-imidazole alkaloids from the marine bryozoan Securiflustra securifrons [J].

Rahbaek, L ;

Anthoni, U ;

Christophersen, C ;

Nielsen, PH ;

Petersen, BO .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) :887-889

[13] STEREOCHEMICAL STUDIES .84. SYNTHESIS AND NMR-STUDY OF NORBORNANE NORBORNENE-FUSED TETRACYCLIC ACETIDINONES [J].

SOHAR, P ;

STAJER, G ;

PELCZER, I ;

SZABO, AE ;

SZUNYOG, J ;

BERNATH, G .

TETRAHEDRON, 1985, 41 (09) :1721-1732

[14] A CASPT2 and CASSCF approach to the cycloaddition of ketene and imine:: A new mechanistic scheme of the Staudinger reaction [J].

Venturini, A ;

González, J .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (25) :9089-9092

[15] REACTIONS OF ISATIN DIMETHYL KETAL AND ITS ETHYL IMINO ETHER WITH METHYLLITHIUM [J].

WENKERT, E ;

HUDLICKY, T .

SYNTHETIC COMMUNICATIONS, 1977, 7 (08) :541-547

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