Application of the Dotz reaction to construction of a major portion of the Ansa macrocycle (-)-kendomycin

被引：35

作者：

White, JD ^{[1
]}

Smits, H ^{[1
]}

机构：

[1] Oregon State Univ, Dept Chem, Corvallis, OR 97331 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 02期

关键词：

D O I：

10.1021/ol047779s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Dotz reaction employing a terminal alkyne and a Fischer-type alkenylchromium carbenoid led to a pentasubstituted benzene from which a major portion of the Streptomyces metabolite (-)-kendomycin was synthesized.

引用

页码：235 / 238

页数：4

共 39 条

[1] The anti-selective boron-mediated asymmetric aldol reaction of carboxylic esters [J].

Abiko, A ;

Liu, JF ;

Masamune, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (10) :2586-2587

[2] BENZOPYRANOISOXAZOLIDINES AS CHIRAL AUXILIARIES FOR ASYMMETRIC-SYNTHESIS [J].

ABIKO, A ;

MORIYA, O ;

FILLA, SA ;

MASAMUNE, S .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (07) :793-795

[3]

Bernard N, 2002, CHEM-EUR J, V8, P3139, DOI 10.1002/1521-3765(20020715)8:14<3139::AID-CHEM3139>3.0.CO

[4]

2-7

[5] Structure and biosynthesis of kendomycin, a carbocyclic ansa-compound from Streptomyces [J].

Bode, HB ;

Zeeck, A .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (03) :323-328

[6] Biosynthesis of kendomycin: origin of the oxygen atoms and further investigations [J].

Bode, HB ;

Zeeck, A .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (16) :2665-2670

[7] ENANTIOMERIC (Z)-CROTYLDIISOPINOCAMPHEYLBORANE AND (E)-CROTYLDIISOPINOCAMPHEYLBORANE - SYNTHESIS IN HIGH OPTICAL PURITY OF ALL 4 POSSIBLE STEREOISOMERS OF BETA-METHYLHOMOALLYL ALCOHOLS [J].

BROWN, HC ;

BHAT, KS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (02) :293-294

[8]

de Meijere A, 2000, ANGEW CHEM INT EDIT, V39, P3964, DOI 10.1002/1521-3773(20001117)39:22<3964::AID-ANIE3964>3.0.CO

[9]

2-C

[10] REACTIONS OF COMPLEX LIGANDS .12. TEMPLATE REACTIONS ON CHROMIUM(O) - STEREOSELECTIVE SYNTHESIS OF CONDENSED AROMATIC LIGANDS FROM PENTACARBONYL(CARBENE)CHROMIUM COMPLEXES AND ALKYNES [J].

DOTZ, KH ;

DIETZ, R .

CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (07) :2517-2526

← 1 2 3 4 →