Diastereoselective route to the tetrahydropyranoid core of the polyketide herbicide herboxidiene

被引：13

作者：

Banwell, MG

Bui, CT

Simpson, GW

Watson, KG

机构：

[1] UNIV MELBOURNE,SCH CHEM,PARKVILLE,VIC 3052,AUSTRALIA

[2] CSIRO,DIV CHEM & POLYMERS,CLAYTON,VIC 3168,AUSTRALIA

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 06期

关键词：

D O I：

10.1039/cc9960000723

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Nerol 15 is readily converted, via initial asymmetric epoxidation, into compound 2 which contains the tetrahydropyranoid core of herboxidiene 1, a potent phytotoxic compound isolated from Streptomyces sp. A7847.

引用

页码：723 / 724

页数：2

共 15 条

[1] MAJOR IMPROVEMENT IN OSMIUM CATALYZED VICINAL HYDROXYLATION OF OLEFINS BY TERT-BUTYL HYDROPEROXIDE [J].

AKASHI, K ;

PALERMO, RE ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (10) :2063-2066

[2]

AYER S W, 1989, Pesticide Science, V27, P221

[3]

BANWELL MG, IN PRESS J CHEM S P1

[4] SYNTHESIS OF (-)-ALPHA-MULTISTRIATIN [J].

CERNIGLIARO, GJ ;

KOCIENSKI, PJ .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (22) :3622-3624

[5]

COREY EJ, 1975, TETRAHEDRON LETT, P2647

[6] SYNTHESES OF BIOLOGICALLY IMPORTANT CARBOHYDRATES .3. VERY SIMPLE SYNTHESIS OF D,L-AMICETOSE [J].

DYONG, I ;

JERSCH, N .

CHEMISCHE BERICHTE-RECUEIL, 1976, 109 (03) :896-900

[7] PROCEDURE FOR THE CATALYTIC ASYMMETRIC EPOXIDATION OF ALLYLIC ALCOHOLS IN THE PRESENCE OF MOLECULAR-SIEVES [J].

HANSON, RM ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (10) :1922-1925

[8] 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

[9]

JACKMAN LM, 1969, APPLICATIONS NUCLEAR, P288

[10]

KATSUKI T, 1980, J AM CHEM SOC, V102, P5976

← 1 2 →