Total synthesis of isoroquefortine C

被引：55

作者：

Schiavi, BM ^{[1
]}

Richard, DJ ^{[1
]}

Joullié, MM ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 03期

关键词：

D O I：

10.1021/jo0106593

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and efficient total synthesis of isoroquefortine C, the 3,12-(Z)-isomer of roquefortine C, from L-tryptophan methyl ester hydrochloride and 4(5)-(hydroxy)methylimidazole hydrochloride is described.

引用

页码：620 / 624

页数：5

共 31 条

[1]

ANTONINI I, 1983, SYNTHESIS-STUTTGART, P47

[2] Selective removal of the N-BOC protective group using silica gel at low pressure [J].

Apelqvist, T ;

Wensbo, D .

TETRAHEDRON LETTERS, 1996, 37 (09) :1471-1472

[3] ACUTE TOXICITY STUDIES ON ROQUEFORTINE AND PR TOXIN, METABOLITES OF PENICILLIUM-ROQUEFORTI, IN MOUSE [J].

ARNOLD, DL ;

SCOTT, PM ;

MCGUIRE, PF ;

HARWIG, J ;

NERA, EA .

FOOD AND COSMETICS TOXICOLOGY, 1978, 16 (04) :369-371

[4] The first total synthesis of roquefortine D [J].

Chen, WC ;

Joullié, MM .

TETRAHEDRON LETTERS, 1998, 39 (46) :8401-8404

[5] 2 CLASSES OF ALKALOID MYCO-TOXINS PRODUCED BY PENICILLIUM-CRUSTOSUM THOM ISOLATED FROM CONTAMINATED BEER [J].

COLE, RJ ;

DORNER, JW ;

COX, RH ;

RAYMOND, LW .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1983, 31 (03) :655-657

[6] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7277-7287

[7] Imidazole-containing diarylether and diarylsulfone inhibitors of farnesyl-protein transferase [J].

Dinsmore, CJ ;

Williams, TM ;

O'Neill, TJ ;

Liu, DM ;

Rands, E ;

Culberson, JC ;

Lobell, RB ;

Koblan, KS ;

Kohl, NE ;

Gibbs, JB ;

Oliff, AI ;

Graham, SL ;

Hartman, GD .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (23) :3301-3306

[8] SIMPLE AID FOR IDENTIFICATION OF PENICILLIUM-ROQUEFORTI THOM - GROWTH IN ACETIC-ACID [J].

ENGEL, G ;

TEUBER, M .

EUROPEAN JOURNAL OF APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 1978, 6 (01) :107-111

[9] FORMAL 2+2 AND 3+2 CYCLOADDITION REACTIONS OF 2H-CHROMENES WITH 2-ALKOXY-1,4-BENZOQUINONES - REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED PTEROCARPANS [J].

ENGLER, TA ;

REDDY, JP ;

COMBRINK, KD ;

VANDERVELDE, D .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (04) :1248-1254

[10] Potent, cell active, non-thiol tetrapeptide inhibitors of farnesyltransferase [J].

Hunt, JT ;

Lee, VG ;

Leftheris, K ;

Seizinger, B ;

Carboni, J ;

Mabus, J ;

Ricca, C ;

Yan, N ;

Manne, V .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (02) :353-358

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