A formal synthesis of (+/-)-reserpine from methyl vanillate

被引：27

作者：

Chu, CS ^{[1
]}

Liao, CC ^{[1
]}

Rao, PD ^{[1
]}

机构：

[1] NATL TSING HUA UNIV,DEPT CHEM,HSINCHU 30043,TAIWAN

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 13期

关键词：

D O I：

10.1039/cc9960001537

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cyclohexane 10, a key intermediate in the Stork's synthesis of reserpine, is prepared from methyl vanillate in 8 steps.

引用

收藏

页码：1537 / 1538

页数：2

相关论文

共 10 条

[1] Baxter E.W., 1992, ALKALOIDS CHEM BIOL, V8, P197
[2] CHU CS, 1994, SYNLETT, P635
[3] SERIAL RADICAL CYCLIZATION OF PYRANOSE-DERIVED DIENES IN THE STEREOCONTROLLED SYNTHESIS OF WOODWARDS RESERPINE PRECURSOR
GOMEZ, AM
LOPEZ, JC
FRASERREID, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (12) : 3859 - 3870
[4] GENERAL STRATEGIES FOR THE SYNTHESIS OF INDOLE ALKALOIDS - TOTAL SYNTHESES OF (+/-)-RESERPINE AND (+/-)-ALPHA-YOHIMBINE
MARTIN, SF
RUEGER, H
WILLIAMSON, SA
GRZEJSZCZAK, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (20) : 6124 - 6134
[5] RESERPIN, DER SEDATIVE WIRKSTOFF AUS RAUWOLFIA-SERPENTINA BENTH
MULLER, JM
SCHLITTLER, E
BEIN, HJ
[J]. EXPERIENTIA, 1952, 8 (09): : 338 - 338
[6] TOTAL SYNTHESIS OF RESERPINE
PEARLMAN, BA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (21) : 6404 - 6408
[7] THE STEREOSPECIFIC SYNTHESIS OF RESERPINE
STORK, G
[J]. PURE AND APPLIED CHEMISTRY, 1989, 61 (03) : 439 - 442
[8] WENDER PA, 1980, J AM CHEM SOC, V102, P6159
[9] THE TOTAL SYNTHESIS OF RESERPINE
WOODWARD, RB
BADER, FE
BICKEL, H
FREY, AJ
KIERSTEAD, RW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (09) : 2023 - 2025
[10] A SIMPLIFIED ROUTE TO A KEY INTERMEDIATE IN THE TOTAL SYNTHESIS OF RESERPINE
WOODWARD, RB
BADER, FE
BICKEL, H
FREY, AJ
KIERSTEAD, RW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (11) : 2657 - 2657