Synthesis of (+)-puraquinonic acid

被引：28

作者：

Clive, DLJ ^{[1
]}

Yu, ML ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 20期

关键词：

D O I：

10.1039/b205487f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(+)- Puraquinonic acid (1a) was synthesized, using a route based on ring-closing metathesis and radical cyclization, the chirality of the quaternary carbon being controlled by a temporary adjacent asymmetric center.

引用

页码：2380 / 2381

页数：2

共 35 条

[1] STEREOSELECTIVE SYNTHESIS OF THE DIHYDROBENZO[B]FURAN SEGMENTS OF THE EPHEDRADINE ALKALOIDS [J].

BAKER, R ;

COOKE, NG ;

HUMPHREY, GR ;

WRIGHT, SHB ;

HIRSHFIELD, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (14) :1102-1104

[2] Puraquinonic acid, a novel inducer of differentiation of human HL-60 promyelocytic leukemia cells from Mycena pura (pers ex fr) [J].

Becker, U ;

Erkel, G ;

Anke, T ;

Sterner, O .

NATURAL PRODUCT LETTERS, 1997, 9 (03) :229-236

[3] Synthesis of polysubstituted bicyclo[3.3.1]nonane-3,7-diones from cyclohexa-2,5-dienones and dimethyl 1,3-acetonedicarboxylate [J].

Camps, P ;

González, A ;

Muñoz-Torrero, D ;

Simon, M ;

Zúñiga, A ;

Martins, MA ;

Font-Bardia, M ;

Solans, X .

TETRAHEDRON, 2000, 56 (41) :8141-8151

[4]

Christoffers J, 2001, ANGEW CHEM INT EDIT, V40, P4591, DOI 10.1002/1521-3773(20011217)40:24<4591::AID-ANIE4591>3.0.CO

[5]

2-V

[6] The sesquiterpenoid contents of fruit bodies of Russula delica [J].

Clericuzio, M ;

Han, FG ;

Pan, FS ;

Pang, ZJ ;

Sterner, O .

ACTA CHEMICA SCANDINAVICA, 1998, 52 (11) :1333-1337

[7] RULES FOR RING-FUSION GEOMETRY AND THE PREPARATION OF TRANS-FUSED OR CIS-FUSED BICYCLIC COMPOUNDS BY RADICAL CLOSURE [J].

CLIVE, DLJ ;

CHESHIRE, DR ;

SET, L .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (05) :353-355

[8] Synthesis of (±)-puraquinonic acid:: An inducer of cell differentiation [J].

Clive, DLJ ;

Sannigrahi, M ;

Hisaindee, S .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (03) :954-961

[9]

Corey EJ, 1998, ANGEW CHEM INT EDIT, V37, P388, DOI 10.1002/(SICI)1521-3773(19980302)37:4<388::AID-ANIE388>3.0.CO

[10]

2-V

← 1 2 3 4 →