Total synthesis of hydroxymethylacylfulvene, an antitumour derivative of illudin S

被引：31

作者：

McMorris, TC ^{[1
]}

Hu, Y ^{[1
]}

Yu, J ^{[1
]}

Kelner, MJ ^{[1
]}

机构：

[1] UNIV CALIF SAN DIEGO,DEPT PATHOL,LA JOLLA,CA 92093

来源：

CHEMICAL COMMUNICATIONS | 1997年 / 03期

关键词：

D O I：

10.1039/a607077i

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(+/-)-Hydroxymethylacylfulvene is synthesized in 14 steps from 4-hydroxy-5-methyl-2-cyclopenten-1-one and 1-acetyl-1-(diazoacetyl)cyclopropane in 15% overall yield.

引用

页码：315 / 316

页数：2

共 18 条

[1] STUDIES ON STRUCTURALLY SIMPLE ALPHA,BETA-BUTENOLIDES .2. (-)-(S)-GAMMA-HYDROXYMETHYL-ALPHA,BETA-BUTENOLIDE AND DERIVATIVES FROM D-RIBONOLACTONE EFFICIENT SYNTHESIS OF (-)-RANUNCULIN
CAMPS, P
CARDELLACH, J
FONT, J
ORTUNO, RM
PONSATI, O
[J]. TETRAHEDRON, 1982, 38 (15) : 2395 - 2402
[2] 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
[3] AN IMPROVED PROCEDURE FOR THE PREPARATION OF THE DESS-MARTIN PERIODINANE
IRELAND, RE
LIU, LB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (10) : 2899 - 2899
[4] KELNER MJ, 1995, ANTICANCER RES, V15, P873
[5] KELNER MJ, 1995, CANCER RES, V55, P4936
[6] Kelner MJ, 1996, INVEST NEW DRUG, V14, P161
[7] TOTAL SYNTHESIS OF (+/-)-ILLUDIN-M
KINDER, FR
BAIR, KW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) : 6965 - 6967
[8] STEREOCONTROLLED TOTAL SYNTHESIS OF (-)-MAYTANSINOL
KITAMURA, M
ISOBE, M
ICHIKAWA, Y
GOTO, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (11) : 3252 - 3257
[9] FUNGAL METABOLITES . STRUCTURES OF NOVEL SESQUITERPENOIDS ILLUDIN-S AND -M
MCMORRIS, TC
ANCHEL, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (07) : 1594 - &
[10] (Hydroxymethyl)acylfulvene: An illudin derivative with superior antitumor properties
McMorris, TC
Kelner, MJ
Wang, W
Yu, J
Estes, LA
Taetle, R
[J]. JOURNAL OF NATURAL PRODUCTS, 1996, 59 (09): : 896 - 899

← 1 2 →