AN EFFICIENT AND VERSATILE SYNTHESIS OF THE BUTENOLIDE SUBUNIT OF 4-HYDROXYLATED ANNONACEOUS ACETOGENINS

被引：21

作者：

HOYE, TR

HUMPAL, PE

JIMENEZ, JI

MAYER, MJ

TAN, LS

YE, ZX

机构：

[1] Department of Chemistry, University of Minnesota, Minneapolis

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(00)78332-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Title butenolides 2 have been synthesized by an efficient and versatile route that provides access to any stereoisomer by use of individual enantiomers of the precursors 3-butyn-2-ol and terminal epoxides.

引用

页码：7517 / 7520

页数：4

共 13 条

[1] ENANTIOSELECTIVE ESTERIFICATIONS OF UNSATURATED ALCOHOLS MEDIATED BY A LIPASE PREPARED FROM PSEUDOMONAS SP
BURGESS, K
JENNINGS, LD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) : 6129 - 6139
[2] ANNONACEOUS ACETOGENINS - AN UPDATED REVIEW
FANG, XP
RIESER, MJ
GU, ZM
ZHAO, GX
MCLAUGHLIN, JL
[J]. PHYTOCHEMICAL ANALYSIS, 1993, 4 (01) : 27 - 48
[3] SYNTHESIS OF (-)-BULLATACIN - THE ENANTIOMER OF A POTENT, ANTITUMOR, 4-HYDROXYLATED, ANNONACEOUS ACETOGENIN
HOYE, TR
HANSON, PR
[J]. TETRAHEDRON LETTERS, 1993, 34 (32) : 5043 - 5046
[4] HOYE TR, UNPUB
[5] ENZYMATIC ASYMMETRIZATION OF MESO-2-CYCLOALKEN-1,4-DIOLS AND THEIR DIACETATES IN ORGANIC AND AQUEOUS-MEDIA
JOHNSON, CR
BIS, SJ
[J]. TETRAHEDRON LETTERS, 1992, 33 (48) : 7287 - 7290
[6] TOTAL SYNTHESIS OF (+)-ROLLINIASTATIN-1
KOERT, U
[J]. TETRAHEDRON LETTERS, 1994, 35 (16) : 2517 - 2520
[7] THERMAL AND CATALYZED INTRAMOLECULAR DIELS-ALDER CYCLIZATIONS OF 2,8,10-UNDECATRIENALS
MARSHALL, JA
SHEARER, BG
CROOKS, SL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (07) : 1236 - 1245
[8] STEREOSELECTIVE SYNTHESIS OF FUNCTIONALIZED ERYTHRO/1,3-DIOLS
MOHR, P
TAMM, C
[J]. TETRAHEDRON LETTERS, 1987, 28 (04) : 391 - 394
[9] SYNTHESIS OF LIPOXIN-B
MORRIS, J
WISHKA, DG
[J]. TETRAHEDRON LETTERS, 1986, 27 (07) : 803 - 806
[10] DETERMINATION OF ABSOLUTE-CONFIGURATION OF STEREOGENIC CARBINOL CENTERS IN ANNONACEOUS ACETOGENINS BY H-1-NMR AND F-19-NMR ANALYSIS OF MOSHER ESTER DERIVATIVES
RIESER, MJ
HUI, YH
RUPPRECHT, JK
KOZLOWSKI, JF
WOOD, KV
MCLAUGHLIN, JL
HANSON, PR
ZHUANG, ZP
HOYE, TR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) : 10203 - 10213

← 1 2 →