FIRST TOTAL SYNTHESIS OF NIPHATESINES A-D AND ASSIGNMENT OF ABSOLUTE-CONFIGURATION

被引：15

作者：

RAO, AVR

REDDY, GR

机构：

[1] Indian Institute of Chemical Technology, Hyderabad

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(00)61423-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regio/Enantioselective synthesis of niphatesines A-D is achieved making use of Pd(0) assisted 3-alkylation of pyridine as the key step. Absolute configuration of niphatesines C and D is established.

引用

页码：8329 / 8332

页数：4

共 19 条

[1]

BROWN CA, 1976, J CHEM SOC CHEM COMM, V98, P959

[2] A CONVENIENT SYNTHESIS OF THE MONOALKYLPYRIDINES - A NEW PROTOTROPIC REACTION OF 3-PICOLINE [J].

BROWN, HC ;

MURPHEY, WA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (07) :3308-3312

[3] 4 BETA-ALKYLPYRIDINES FROM A SPONGE [J].

CARROLL, AR ;

SCHEUER, PJ .

TETRAHEDRON, 1990, 46 (19) :6637-6644

[4] PALLADIUM-CATALYZED VINYL SUBSTITUTION-REACTIONS .2. SYNTHESIS OF ARYL SUBSTITUTED ALLYLIC ALCOHOLS, ALDEHYDES, AND KETONES FROM ARYL HALIDES AND UNSATURATED ALCOHOLS [J].

CHALK, AJ ;

MAGENNIS, SA .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (07) :1206-1209

[5] PALLADIUM-CATALYZED VINYL SUBSTITUTION-REACTIONS .1. NEW SYNTHESIS OF 2-PHENYL AND 3-PHENYL SUBSTITUTED ALLYLIC ALCOHOLS, ALDEHYDES, AND KETONES FROM ALLYLIC ALCOHOLS [J].

CHALK, AJ ;

MAGENNIS, SA .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (02) :273-278

[6] SOME REACTIONS OF 3-PYRIDYLLITHIUM [J].

FRENCH, HE ;

SEARS, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :469-470

[7] Organolithium compounds of pyridme and quinoline [J].

Gilman, H ;

Spatz, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 :446-446

[8] PYRIDYLLITHIUM COMPOUNDS [J].

GILMAN, H ;

SPATZ, SM .

JOURNAL OF ORGANIC CHEMISTRY, 1951, 16 (10) :1485-1494

[9]

Hughes D. L., 1992, ORGANIC REACTIONS, V42, P335, DOI DOI 10.1002/0471264180.0R042.02

[10] NIPHATESINES A-D, NEW ANTINEOPLASTIC PYRIDINE ALKALOIDS FROM THE OKINAWAN MARINE SPONGE NIPHATES SP [J].

KOBAYASHI, J ;

MURAYAMA, T ;

KOSUGE, S ;

KANDA, F ;

ISHIBASHI, M ;

KOBAYASHI, H ;

OHIZUMI, Y ;

OHTA, T ;

NOZOE, S ;

SASAKI, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (12) :3301-3303

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