THE 2ND GENERATION SYNTHESIS OF A TUMOR PROMOTER PENDOLMYCIN

被引：32

作者：

OKABE, K ^{[1
]}

NATSUME, M ^{[1
]}

机构：

[1] RES FDN ITSUU LAB,2-28-10 TAMAGAWA,SETAGAYA KU,TOKYO 158,JAPAN

来源：

TETRAHEDRON | 1991年 / 47卷 / 36期

关键词：

PENDOLMYCIN; INDOLE ALKALOID; TUMOR PROMOTER; STEREOSPECIFIC SYNTHESIS; THIOAMIDE INDOLE CYCLIZATION;

D O I：

10.1016/S0040-4020(01)88285-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Total synthesis of a tumor promoter pendolmycin (1) was accomplished in the stereospecific manner using a D-serine derivative 7 and an L-valine derivative 16 as chiral sources. Methyl 2-(bromomethyl)benzoate was used for the critical step of the indole cyclization 25 --> 26 and 28.

引用

页码：7615 / 7624

页数：10

共 11 条

[1] PYRROLE CHEMISTRY .4. PREPARATION AND SOME REACTIONS OF BROMINATED PYRROLE DERIVATIVES [J].

ANDERSON, HJ ;

LEE, SF .

CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (02) :409-&

[2] NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].

BARTON, DHR ;

MCCOMBIE, SW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585

[3] THE SYNTHESIS AND CONFIGURATIONAL STABILITY OF DIFFERENTIALLY PROTECTED BETA-HYDROXY-ALPHA-AMINO ALDEHYDES [J].

GARNER, P ;

PARK, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12) :2361-2364

[4] TOTAL SYNTHESIS OF DIHYDROTELEOCIDIN-B-4 (DIHYDROTELEOCIDIN-B) [J].

MURATAKE, H ;

OKABE, K ;

NATSUME, M .

TETRAHEDRON LETTERS, 1988, 29 (48) :6267-6270

[5] TOTAL SYNTHESIS OF LYNGBYATOXIN-A (TELEOCIDIN-A-1) AND TELEOCIDIN-A-2 [J].

MURATAKE, H ;

NATSUME, M .

TETRAHEDRON LETTERS, 1987, 28 (20) :2265-2268

[6]

NAKAGAWA I, 1975, TETRAHEDRON LETT, P1409

[7]

NISHIWAKI S, UNPUB JPN J CANCER R

[8]

OKABE K, 1990, TETRAHEDRON, V46, P5513

[9] GENERATION AND REACTIONS OF 3-LITHIO-1-(PHENYLSULFONYL)INDOLE [J].

SAULNIER, MG ;

GRIBBLE, GW .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (05) :757-761

[10]

SCHEIBYE S, 1978, B SOC CHIM BELG, V87, P229

← 1 2 →