APPROACHES TO THE SYNTHESIS OF CYTOCHALASANS .5. STUDIES ON THE SELECTIVITY OF THE DIELS-ALDER REACTION LEADING TO THE TETRAHYDROISOINDOLINONE SUBUNIT

被引：15

作者：

SCHMIDLIN, T ^{[1
]}

GAMBONI, R ^{[1
]}

STRAZEWSKI, P ^{[1
]}

TAMM, C ^{[1
]}

机构：

[1] UNIV BASEL,INST ORGAN CHEM,CH-4056 BASEL,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1983年 / 66卷 / 06期

关键词：

D O I：

10.1002/hlca.19830660619

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stereo- and regiochemical course in the [2+4]cycloaddition of the chiral alkylidene malonic ester 1 to selected derivatives of (2E, 4E)-4-methyl-2, 4-hexadien-l-ol (2) and (2E, 4E)-4-methyl-2, 4-hexadien-l-al (12) has been investigated. The results are discussed on the basis of semiquantitative PMO theory. © 1983 Verlag GmbH & Co. KGaA, Weinheim.

引用

收藏

页码：1796 / 1805

页数：10

相关论文

共 12 条

[1] NOMENCLATURE OF A CLASS OF BIOLOGICALLY-ACTIVE MOLD METABOLITES - CYTOCHALASINS, PHOMINS, AND ZYGOSPORINS [J].

BINDER, M ;

TAMM, C ;

TURNER, WB ;

MINATO, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (11) :1146-1147

[2]

CHAUDHARY SK, 1979, TETRAHEDRON LETT, P99

[3]

COREY EJ, 1979, TETRAHEDRON LETT, P399

[4]

FLEMING I, 1978, TETRAHEDRON LETT, P1313

[5]

FLEMING I, 1978, FRONTIER ORBITALS OR, P27

[6]

FREEDMAN HH, 1975, TETRAHEDRON LETT, P3251

[7] TETRACYCLINES .10. TOTAL SYNTHESIS AND STRUCTURAL ASPECTS OF RACEMIC 8-OXYGENATED TETRACYCLINES [J].

GLATZ, B ;

HELMCHEN, G ;

MUXFELDT, H ;

PROCHER, H ;

PREWO, R ;

SENN, J ;

STEZOWSKI, JJ ;

STOJDA, RJ ;

WHITE, DR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (08) :2171-2181

[8]

HEILBRONNER E, 1968, HMOMODELL SEINE ANWE

[9] APPROACHES TO THE SYNTHESIS OF CYTOCHALASANS .3. SYNTHESIS OF A SUBSTITUTED TETRAHYDROISOINDOLINONE MOIETY POSSESSING THE SAME RELATIVE CONFIGURATION AS PROXIPHOMIN [J].

SCHMIDLIN, T ;

ZURCHER, W ;

TAMM, C .

HELVETICA CHIMICA ACTA, 1981, 64 (01) :235-250

[10] APPROACHES TO THE SYNTHESIS OF CYTOCHALASANS .4. IMPROVED SYNTHESIS OF THE TETRAHYDROISOINDOLINE SUBUNITS RELATED TO THE CYTOCHALASINS AND ASPOCHALASINS [J].

SCHMIDLIN, T ;

BURCKHARDT, PE ;

WAESPESARCEVIC, N ;

TAMM, C .

HELVETICA CHIMICA ACTA, 1983, 66 (02) :450-465