Toward the total synthesis of disorazole A1 and C1:: Asymmetric synthesis of a masked southern segment

被引：30

作者：

Hartung, IV ^{[1
]}

Niess, B ^{[1
]}

Haustedt, LO ^{[1
]}

Hoffmann, HMR ^{[1
]}

机构：

[1] Leibniz Univ Hannover, Dept Organ Chem, D-30167 Hannover, Germany

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 19期

关键词：

D O I：

10.1021/ol026468j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly convergent asymmetric synthesis of the masked southern segment of the antimitotic agent disorazole A(1) involves a Sonogashira coupling between a C1'-C10' enyne and a suitably protected C11'-C19' vinyl iodide. The centraql E,Z,Z-triene moiety is masked as a more stable ynediene.

引用

页码：3239 / 3242

页数：4

共 40 条

[1] Novel synthetic approach to (S)-coriolic acid
Babudri, F
Fiandanese, V
Marchese, G
Punzi, A
[J]. TETRAHEDRON, 2000, 56 (02) : 327 - 331
[2] Corey EJ, 1998, ANGEW CHEM INT EDIT, V37, P1987, DOI 10.1002/(SICI)1521-3773(19980817)37:15<1986::AID-ANIE1986>3.0.CO
[3] 2-Z
[4] SELECTIVE OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS WITH SODIUM-CHLORITE HYDROGEN-PEROXIDE
DALCANALE, E
MONTANARI, F
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) : 567 - 569
[5] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES
DESS, DB
MARTIN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) : 7277 - 7287
[6] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES
DESS, DB
MARTIN, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) : 4155 - 4156
[7] ELNAKADY YA, 2001, THESIS TU BRAUNSCHWE
[8] A user-friendly entry to 2-iodoxybenzoic acid (IBX)
Frigerio, M
Santagostino, M
Sputore, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12) : 4537 - 4538
[9] AN UNBOUNDED SYSTEMATIC SEARCH OF CONFORMATIONAL SPACE
GOODMAN, JM
STILL, WC
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 1991, 12 (09) : 1110 - 1117
[10] Halgren TA, 1996, J COMPUT CHEM, V17, P490, DOI [10.1002/(SICI)1096-987X(199604)17:5/6<490::AID-JCC1>3.0.CO

← 1 2 3 4 →