A new entry to the isogeissoschizoid skeleton

被引：29

作者：

Fornicola, RS ^{[1
]}

Subburaj, K ^{[1
]}

Montgomery, J ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 04期

关键词：

D O I：

10.1021/ol017213t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The tetracyclic isogeissoschizoid skeleton has been prepared by a novel route that involves the ozonolysis and double reductive amination of a cyclopentene, a nickel-catalyzed cyclization, and a late-stage Fischer indole synthesis.

引用

页码：615 / 617

页数：3

共 43 条

[1] A SYNTHESIS OF DL-PUMILIOTOXIN-C [J].

ABE, K ;

TSUGOSHI, T ;

NAKAMURA, N .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (11) :3351-3352

[2] A NEW SYNTHESIS OF INDOLO[2,3-ALPHA]QUINOLIZIDINE DERIVATIVES - A FORMAL TOTAL SYNTHESIS OF (+/-)-GEISSOSCHIZINE [J].

BANKS, BJ ;

CALVERLEY, MJ ;

EDWARDS, PD ;

HARLEYMASON, J .

TETRAHEDRON LETTERS, 1981, 22 (17) :1631-1634

[3]

BARCO A, 1981, SYNTHESIS-STUTTGART, P199

[4] EXPEDITIOUS SYNTHESIS OF AZASUGARS BY THE DOUBLE REDUCTIVE AMINATION OF DICARBONYL SUGARS [J].

BAXTER, EW ;

REITZ, AB .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :3175-3185

[5] PROSTAGLANDINS AND CONGENERS .28. SYNTHESIS OF 2-(OMEGA-CARBALKOXYALKYL)CYCLOPENT-2-EN-1-ONES, INTERMEDIATES FOR PROSTAGLANDIN SYNTHESES [J].

BERNADY, KF ;

POLETTO, JF ;

NOCERA, J ;

MIRANDO, P ;

SCHAUB, RE ;

WEISS, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (23) :4702-4715

[6] A novel route to the geissoschizine skeleton: The influence of ligands on the diastereoselectivity of the Heck cyclization [J].

Birman, VB ;

Rawal, VH .

TETRAHEDRON LETTERS, 1998, 39 (40) :7219-7222

[7] NEW SYNTHESIS OF PYRROLIZIDINE ALKALOIDS (+/-)-ISORETRONECANOL AND (+/-)-TRACHELANTHAMIDINE [J].

BORCH, RF ;

HO, BC .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (07) :1225-1227

[8]

BRIELMANN H, UNPUB

[9] A stereodivergent approach to (-)-α-kainic acid and (+)-α-allokainic acid utilizing the complementarity of alkyne and allene cyclizations [J].

Chevliakov, MV ;

Montgomery, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (48) :11139-11143

[10]

DAMAK M, 1976, TETRAHEDRON LETT, V17, P4731

← 1 2 3 4 5 →