Synthesis of simplified herboxidiene aromatic hybrids

被引：20

作者：

Edmunds, AJF ^{[1
]}

Arnold, G ^{[1
]}

Hagmann, L ^{[1
]}

Schaffner, R ^{[1
]}

Furlenmeier, H ^{[1
]}

机构：

[1] Novartis Crop Protect AG, CH-4002 Basel, Switzerland

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 12期

关键词：

D O I：

10.1016/S0960-894X(00)00230-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

The syntheses of simplified aromatic hybrids of the novel polyketide herboxidiene (1) are described. One of the hybrids prepared showed significant herbicidal activity against broad-leaved weeds in post-emergent application. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：1365 / 1368

页数：4

相关论文

共 18 条

[1]

Intramolecular Michael addition of N- and O-centred nucleophiles to tethered acrylates. The role of double-bond geometry in controlling the diastereoselectivity of cyclizations leading to 2,6-disubstituted tetrahydropyrans and piperidines [J].

Banwell, MG ;

Bissett, BD ;

Bui, CT ;

Pham, HTT ;

Simpson, GW .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1998, 51 (01) :9-18

[2]

Diastereoselective route to the tetrahydropyranoid core of the polyketide herbicide herboxidiene [J].

Banwell, MG ;

Bui, CT ;

Simpson, GW ;

Watson, KG .

CHEMICAL COMMUNICATIONS, 1996, (06) :723-724

[3]

BANWELL MG, 1997, J CHEM SOC P1, V9, P1261

[4]

BANWELL MG, 1998, J CHEM SOC P1, V4, P791

[5]

BLAKEMORE PR, 1999, J CHEM SOC P1, V8, P955

[6]

CHIRAL SYNTHESIS VIA ORGANOBORANES .14. SELECTIVE REDUCTIONS .41. DIISOPINOCAMPHEYLCHLOROBORANE, AN EXCEPTIONALLY EFFICIENT CHIRAL REDUCING AGENT [J].

BROWN, HC ;

CHANDRASEKHARAN, J ;

RAMACHANDRAN, PV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) :1539-1546

[7]

Herboxidiene: Determination of absolute configuration by degradation and synthetic studies [J].

Edmunds, AJF ;

Trueb, W ;

Oppolzer, W ;

Cowley, P .

TETRAHEDRON, 1997, 53 (08) :2785-2802

[8]

A simple asymmetric synthesis of cis-2,6-disubstituted tetrahydropyran acetic acid derivatives [J].

Edmunds, AJF ;

Trueb, W .

TETRAHEDRON LETTERS, 1997, 38 (06) :1009-1012

[9]

Horiguchi T., 1996, TAKEDA KENKYUSHOHO, V55, P149

[10]

HERBOXIDIENE - A POTENT PHYTOTOXIC POLYKETIDE FROM STREPTOMYCES SP A7847 [J].

ISAAC, BG ;

AYER, SW ;

ELLIOTT, RC ;

STONARD, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (26) :7220-7226