Synthesis of elenic acid, an inhibitor of topoisomerase II

被引：20

作者：

Hoye, RC ^{[1
]}

Baigorria, AS ^{[1
]}

Danielson, ME ^{[1
]}

Pragman, AA ^{[1
]}

Rajapakse, HA ^{[1
]}

机构：

[1] Macalester Coll, Dept Chem, St Paul, MN 55105 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 07期

关键词：

D O I：

10.1021/jo982260t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short, efficient synthesis of elenic acid, a marine natural product with interesting biological activity, has been completed. Critical features of the synthesis are the development of methodology for the one-pot elaboration of an alkyne to an (E)-beta,gamma-unsaturated ester with a stereocenter at the alpha-position and the use of the zipper reaction of a 1-arylalkyne. This reaction has not been previously reported with aromatic substrates. The synthesis strategy provides considerable flexibility for the preparation of structural analogues.

引用

页码：2450 / 2453

页数：4

共 50 条

[1] Synthesis of elenic acid, an inhibitor of topoisomerase II
J Org Chem, 7 (2450-2453):
[2] A synthesis of elenic acid, an inhibitor of topoisomerase II
Hoye, RC
Baigorria, AS
Danielson, ME
Pragman, AA
Rajapakse, HA
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U186 - U186
[3] Synthesis of elenic acid, an inhibitor of Topoisomerase II.
Hsung, RP
Golding, GM
Johnson, EW
Pierson, TW
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U222 - U222
[4] Toward a total synthesis of elenic acid: An inhibitor of topoisomerase II
Tung, KK
Hsung, RP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U424 - U424
[5] Toward a total synthesis of elenic acid: An inhibitor of topoisomerase II
Tung, KK
Hsung, RP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U513 - U513
[6] Synthesis of elenic acid, an inhibitor of topoisomerase II from the sponge Plakinastrella sp.
Takanashi, S
Takagi, M
Takikawa, H
Mori, K
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (10): : 1603 - 1606
[7] ELENIC ACID, AN INHIBITOR OF TOPOISOMERASE-II, FROM A SPONGE, PLAKINASTRELLA SP
JUAGDAN, EG
KALIDINDI, RS
SCHEUER, PJ
KELLYBORGES, M
TETRAHEDRON LETTERS, 1995, 36 (17) : 2905 - 2908
[8] Convergent synthesis of elenic acid.
Hsung, RP
Golding, GM
Johnson, EW
Pierson, TW
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U329 - U329
[9] SYNTHESIS OF THE TOPOISOMERASE-II INHIBITOR BE-10988
MOODY, CJ
SWANN, E
TETRAHEDRON LETTERS, 1993, 34 (12) : 1987 - 1988
[10] First synthesis of subelliptenone F, an inhibitor of topoisomerase II
Ohira, S
Fukamachi, N
Nakagawa, O
Yamada, M
Nozaki, H
Iinuma, M
CHEMISTRY LETTERS, 2000, (05) : 464 - 465

← 1 2 3 4 5 →