A new route to spirooxindoles

被引：204

作者：

Hilton, ST ^{[1
]}

Ho, TCT ^{[1
]}

Pljevaljcic, G ^{[1
]}

Jones, K ^{[1
]}

机构：

[1] Kingston Univ, Sch Chem & Pharmaceut Sci, Kingston upon Thames KT1 2EE, Surrey, England

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 17期

关键词：

D O I：

10.1021/ol0061642

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Reaction of indole amides 5 with tributylstannane gave spiroindolenines 9 which are readily converted into spiropyrrolidinyloxindoles. This tricyclic system is found In a number of interesting natural products.

引用

页码：2639 / 2641

页数：3

共 25 条

[1]

BASCOP SI, 1994, HETEROCYCLES, V38, P725

[2] TANDEM RADICAL TRANSLOCATION AND HOMOLYTIC AROMATIC-SUBSTITUTION - A CONVENIENT AND EFFICIENT ROUTE TO OXINDOLES [J].

BECKWITH, ALJ ;

STOREY, JMD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (09) :977-978

[3] Synthesis of the vancomycin CD and DE ring systems [J].

Boger, DL ;

Borzilleri, RM ;

Nukui, S ;

Beresis, RT .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (14) :4721-4736

[4]

Bowman WR, 1997, TETRAHEDRON, V53, P15787

[5] TRIS(TRIMETHYLSILYL)SILANE - A NEW REDUCING AGENT [J].

CHATGILIALOGLU, C ;

GRILLER, D ;

LESAGE, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3641-3642

[6] Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus .1. Taxonomy, fermentation, isolation and biological properties [J].

Cui, CB ;

Kakeya, H ;

Okada, G ;

Onose, R ;

Osada, H .

JOURNAL OF ANTIBIOTICS, 1996, 49 (06) :527-533

[7] o-Bromo-p-methoxyphenyl ethers. Protecting/radical translocating (PRT) groups that generate radicals from C-H bonds beta to oxygen atoms [J].

Curran, DP ;

Xu, JY .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (13) :3142-3147

[8] RADICAL TRANSLOCATION REACTIONS OF VINYL RADICALS - SUBSTITUENT EFFECTS ON 1,5-HYDROGEN-TRANSFER REACTIONS [J].

CURRAN, DP ;

SHEN, W .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (14) :6051-6059

[9] Total synthesis of spirotryprostatin A, leading to the discovery of some biologically promising analogues [J].

Edmondson, S ;

Danishefsky, SJ ;

Sepp-Lorenzino, L ;

Rosen, N .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (10) :2147-2155

[10] ALSTONIA ALKALOIDS .11. ALKALOIDS OF ALSTONIA-MUELLERIANA [J].

ELDERFIE.RC ;

GILMAN, RE .

PHYTOCHEMISTRY, 1972, 11 (01) :339-&

← 1 2 3 →