SYNTHETIC STUDIES DIRECTED TOWARD THE PSEUROTINS .1. SYNTHESIS OF RELATED FURAN-3(2H)-ONES

被引：22

作者：

DOLDER, M ^{[1
]}

XIE, S ^{[1
]}

TAMM, C ^{[1
]}

机构：

[1] UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1990年 / 73卷 / 01期

关键词：

D O I：

10.1002/hlca.19900730106

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

According to a general concept for the total synthesis of pseurotin A (1), a secondary metabolite of Pseudeurotium ovalis STOLK, 5‐[(1S,2S,Z)‐1,2‐dihydroxyhex‐3‐enyl]‐2,2,4‐trimethylfuran‐3(2H)‐one (17) was prepared. It is a model substance for the substituted furan‐3(2H)‐one moiety of 1. The aldol condensation of the aldehyde 26, derived from D‐glucose, and the enolate of ketone 29 served as key reaction. Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：63 / 68

页数：6

共 22 条

[1]

BANNER BL, 1983, J AM CHEM SOC, V105, P3661

[2] SOME OXIDATION AND REDUCTION PRODUCTS OF 2,4-O-ETHYLIDENE-D-ERYTHROSE [J].

BARKER, R ;

MACDONALD, DL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (09) :2301-2303

[3] ISOLATION AND STRUCTURE OF PSEUROTIN-A, A MICROBIAL METABOLITE OF PSEUDEUROTIUM-OVALIS STOLK WITH AN UNUSUAL HETEROSPIROCYCLIC SYSTEM [J].

BLOCH, P ;

TAMM, C .

HELVETICA CHIMICA ACTA, 1981, 64 (01) :304-315

[4]

BLOCH P, 1976, HELV CHIM ACTA, V59, P133, DOI 10.1002/hlca.19760590114

[5]

BLOCH P, 1976, THESIS BASEL

[6]

Brandt T., 1954, J CHEM SOC, P3425

[7] PSEUROTIN-B, PSEUROTIN-C, PSEUROTIN-D, AND PSEUROTIN-E FURTHER NEW METABOLITIES OF PSEUDEUROTIUM-OVALIS STOLK [J].

BREITENSTEIN, W ;

CHEXAL, KK ;

MOHR, P ;

TAMM, C .

HELVETICA CHIMICA ACTA, 1981, 64 (02) :379-388

[8]

BRENNAN TF, 1982, J ORG CHEM, V47, P1519

[9]

BRENNAN TF, 1975, J AM CHEM SOC, V97, P6884

[10]

BRYAN RF, 1970, J AM CHEM SOC, V92, P4476

← 1 2 3 →