A hypothesis concerning the biosynthesis of the obtusallene family of marine natural products via electrophilic bromination

被引：36

作者：

Braddock, D. Christopher ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 26期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1021/ol062520q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A hypothesis concerning the biosynthesis of the marine natural product family the obtusallenes is proposed. Multiple electrophilic bromination events are invoked.

引用

页码：6055 / 6058

页数：4

共 12 条

[1] Halogenated secondary metabolites from Laurencia obtusa [J].

Aydogmus, Z ;

Imre, S ;

Ersoy, L ;

Wray, V .

NATURAL PRODUCT RESEARCH, 2004, 18 (01) :43-49

[2]

Ciavatta ML, 1997, TETRAHEDRON, V53, P17343

[3] OBTUSALLENE-I, A NEW HALOGENATED ALLENE FROM LAURENCIA-OBTUSA [J].

COX, PJ ;

IMRE, S ;

ISLIMYELI, S ;

THOMSON, RH .

TETRAHEDRON LETTERS, 1982, 23 (05) :579-580

[4] Enantioselective total synthesis of (+)-obtusenyne [J].

Crimmins, MT ;

Powell, MT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (25) :7592-7595

[5] Twelve-membered O-bridged cyclic ethers of red seaweeds in the genus Laurencia exist in solution as slowly interconverting conformers [J].

Guella, G ;

Chiasera, G ;

Mancini, I ;

Oztunc, A ;

Pietra, F .

CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (08) :1223-1231

[6]

Guella G, 2000, HELV CHIM ACTA, V83, P336, DOI 10.1002/(SICI)1522-2675(20000216)83:2<336::AID-HLCA336>3.0.CO

[7]

2-R

[8] Conversion of prelaureatin into laurallene, a bromo-allene compound, by enzymatic and chemical bromo-etherification reactions [J].

Ishihara, J ;

Shimada, Y ;

Kanoh, N ;

Takasugi, Y ;

Fukuzawa, A ;

Murai, A .

TETRAHEDRON, 1997, 53 (25) :8371-8382

[9]

KUROSAWA E, 1972, TETRAHEDRON LETT, V13, P2121

[10]

Murai A., 1999, COMPREHENSIVE NATURA, VI, P303

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