Synthetic studies on apoptolidin: synthesis of the C1-C21 macrolide fragment

被引：46

作者：

Toshima, K ^{[1
]}

Arita, T ^{[1
]}

Kato, K ^{[1
]}

Tanaka, D ^{[1
]}

Matsumura, S ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 50期

关键词：

apoptolidin; apoptosis; macrolide; macrocyclization;

D O I：

10.1016/S0040-4039(01)01948-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective and convergent synthesis of the C1-C21 macrocyclic segment. (2) of the apoptosis inducing macrolide antibiotic, apoptolidin (1), is described. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8873 / 8876

页数：4

共 20 条

[11] Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase [J].

Salomon, AR ;

Voehringer, DW ;

Herzenberg, LA ;

Khosla, C .

CHEMISTRY & BIOLOGY, 2001, 8 (01) :71-80

[12]

Schuppan J, 2001, ANGEW CHEM INT EDIT, V40, P2063, DOI 10.1002/1521-3773(20010601)40:11<2063::AID-ANIE2063>3.0.CO

[13]

2-#

[14] Stereoselective synthesis of the C18-C28 fragment of apoptolidin [J].

Schuppan, J ;

Ziemer, B ;

Koert, U .

TETRAHEDRON LETTERS, 2000, 41 (05) :621-624

[15]

SOMFAI P, 1993, TETRAHEDRON LETT, V34, P6645

[16] Sulfonium salts.: Participants par Excellence in metal-catalyzed carbon-carbon bond-forming reactions [J].

Srogl, J ;

Allred, GD ;

Liebeskind, LS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12376-12377

[17] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES [J].

STILLE, JK .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (06) :508-523

[18] Synthesis of the apoptosis inducing agent apoptolidin. Assembly of the C(16)-C(28) fragment [J].

Sulikowski, GA ;

Lee, WM ;

Jin, B ;

Wu, B .

ORGANIC LETTERS, 2000, 2 (10) :1439-1442

[19] HYDRIDO COMPLEXES OF ZIRCONIUM .3. REACTIONS WITH ACETYLENES TO GIVE ALKENYLZIRCONIUM DERIVATIVES [J].

WAILES, PC ;

WEIGOLD, H ;

BELL, AP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1971, 27 (03) :373-&

[20] PALLADIUM-CATALYZED AND MOLYBDENUM-CATALYZED HYDROSTANNATION OF ALKYNES - A NOVEL ACCESS TO REGIODEFINED AND STEREODEFINED VINYLSTANNANES [J].

ZHANG, HX ;

GUIBE, F ;

BALAVOINE, G .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1857-1867

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