Stereocontrolled Total Synthesis of (-)-Englerin A

被引：41

作者：

Takahashi, Keisuke ^{[1
]}

Komine, Keita ^{[1
]}

Yokoi, Yuichi ^{[1
]}

Ishihara, Jun ^{[1
]}

Hatakeyama, Susumi ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 17期

关键词：

FORMAL SYNTHESIS; MAGNESIUM MONOPERPHTHALATE; EPOXYNITRILE CYCLIZATION; BIOLOGICAL EVALUATION; OXIDATION; STEREOCHEMISTRY; CYCLOADDITION; ENGLERIN; INDIUM;

D O I：

10.1021/jo301145r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of (-)-englerin A, a potent and selective inhibitor of renal cancer cell lines, is described. The key feature indudes the stereocontrolled construction of the cyclopentane structure by taking advantage of a base-promoted epoxynitrile cyclization.

引用

页码：7364 / 7370

页数：7

共 50 条

[21] Stereocontrolled Total Synthesis of (-)-Stemaphylline
Varela, Ana
Garve, Lennart K. B.
Leonori, Daniele
Aggarwal, Varinder K.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (08) : 2127 - 2131
[22] A STEREOCONTROLLED TOTAL SYNTHESIS OF PHYLLANTHOCIN
SMITH, AB
FUKUI, M
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 187 (APR): : 6 - ORGN
[23] Stereocontrolled total synthesis of (+)-vinblastine
Yokoshima, S
Ueda, T
Kobayashi, S
Sato, A
Kuboyama, T
Tokuyama, H
Fukuyama, T
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (10) : 2137 - 2139
[24] STEREOCONTROLLED TOTAL SYNTHESIS OF BICYCLOMYCIN
WILLIAMS, RM
ARMSTRONG, RW
DUNG, JS
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 188 (AUG): : 92 - ORGN
[25] STEREOCONTROLLED TOTAL SYNTHESIS OF +/--GELSEMINE
LIU, G
FUKUYAMA, T
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 210 : 292 - ORGN
[26] A stereocontrolled total synthesis of (±)-khusimone
Roy, Arnab
Mukherjee, Debabrata
Journal of the Indian Institute of Science, 2001, 81 (02) : 131 - 134
[27] Stereocontrolled Total Synthesis of Hedyotol A
Kawabe, Yusuke
Ishikawa, Ryo
Akao, Yusuke
Yoshida, Atsushi
Inai, Makoto
Asakawa, Tomohiro
Hamashima, Yoshitaka
Kan, Toshiyuki
ORGANIC LETTERS, 2014, 16 (07) : 1976 - 1979
[28] Stereocontrolled total synthesis of (+)-leucascandrolide A
Paterson, I
Tudge, M
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (03) : 343 - +
[29] Stereocontrolled total synthesis of (±)-β-necrodol
Samajdar, S
Ghatak, A
Ghosh, S
TETRAHEDRON LETTERS, 1999, 40 (23) : 4401 - 4402
[30] Stereocontrolled total synthesis of (-)-aspidophytine
Sumi, S
Matsumoto, K
Tokuyama, H
Fukuyama, T
TETRAHEDRON, 2003, 59 (43) : 8571 - 8587

← 1 2 3 4 5 →