TOTAL SYNTHESIS OF (+)-ROLLINIASTATIN-1

被引：65

作者：

KOERT, U

机构：

[1] Fachbereich Chemie der Phillips Universität

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 16期

关键词：

D O I：

10.1016/S0040-4039(00)77159-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of the naturally occurring acetogenin (+)-rolliniastatin 1 (1) has been achieved. A high degree of stereochemical control in the construction of the bis-THF system was accomplished by chelation controlled addition of functionalized organo-metallic reagents derived from 5 and 11 to alpha-alkoxy-aldehydes.

引用

收藏

页码：2517 / 2520

页数：4

相关论文

共 16 条

[1] STEREOSPECIFIC SYNTHESIS OF (+)-MURICATACIN - A BIOLOGICALLY-ACTIVE ACETOGENIN DERIVATIVE [J].

FIGADERE, B ;

HARMANGE, JC ;

LAURENS, A ;

CAVE, A .

TETRAHEDRON LETTERS, 1991, 32 (51) :7539-7542

[2]

FIGADERE B, 1993, TETRAHEDRON ASSYMETR, V4, P1711

[3] STEREOCONTROLLED SYNTHESIS OF 2,5-LINKED MONOTETRAHYDROFURAN UNITS OF ACETOGENINS [J].

HARMANGE, JC ;

FIGADERE, B ;

CAVE, A .

TETRAHEDRON LETTERS, 1992, 33 (39) :5749-5752

[4]

HARMANGE JC, 1993, TETRAHEDRON LETT, V34, P8093

[5] SYNTHESIS OF (-)-BULLATACIN - THE ENANTIOMER OF A POTENT, ANTITUMOR, 4-HYDROXYLATED, ANNONACEOUS ACETOGENIN [J].

HOYE, TR ;

HANSON, PR .

TETRAHEDRON LETTERS, 1993, 34 (32) :5043-5046

[6] SYNTHESIS OF (+)-(15,16,19,20,23,24)-HEXEPI-UVARICIN - A BIS(TETRAHYDROFURANYL) ANNONACEOUS ACETOGENIN ANALOG [J].

HOYE, TR ;

HANSON, PR ;

KOVELESKY, AC ;

OCAIN, TD ;

ZHUANG, ZP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (24) :9369-9371

[7] BULLATACIN AND BULLATACINONE - 2 HIGHLY POTENT BIOACTIVE ACETOGENINS FROM ANNONA-BULLATA [J].

HUI, YH ;

RUPPRECHT, JK ;

LIU, YM ;

ANDERSON, JE ;

SMITH, DL ;

CHANG, CJ ;

MCLAUGHLIN, JL .

JOURNAL OF NATURAL PRODUCTS, 1989, 52 (03) :463-477

[8] TETRAHYDROFURAN-PODANDS, STEREOSELECTIVE SYNTHESIS OF TRANS-2,5-OLIGO-TETRAHYDROFURANS [J].

KOERT, U ;

STEIN, M ;

HARMS, K .

TETRAHEDRON LETTERS, 1993, 34 (14) :2299-2302

[9]

KUCHLER B, 1991, LIEBIGS ANN CHEM, P545, DOI 10.1002/jlac.1991199101100

[10]

MARSHALL JA, 1992, SYNLETT, P537