First total synthesis of pyrrolam A

被引：41

作者：

Aoyagi, Y

Manabe, T

Ohta, A

Kurihara, T

Pang, GL

Yuhara, T

机构：

[1] TOKYO UNIV PHARM & LIFE SCI,SCH PHARM,HACHIOJI,TOKYO 19203,JAPAN

[2] JOSAI UNIV,FAC SCI,SAKADO,SAITAMA 35002,JAPAN

来源：

TETRAHEDRON | 1996年 / 52卷 / 03期

关键词：

D O I：

10.1016/0040-4020(95)00928-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

First synthesis of pyrrolam A (1), a pyrrolizidine alkaloid from Streptomyces olivaceus, was accomplished. The SmI2-mediated intramolecular coupling reaction between a bromoalkyl and ynamide group gave solely a cyclized product, which was converted to pyrrolam A (1) efficiently.

引用

页码：869 / 876

页数：8

共 24 条

[1] FIRST TOTAL SYNTHESIS OF (+/-)-OXERINE
AOYAGI, Y
INARIYAMA, T
ARAI, Y
TSUCHIDA, S
MATUDA, Y
KOBAYASHI, H
OHTA, A
KURIHARA, T
FUJIHIRA, S
[J]. TETRAHEDRON, 1994, 50 (48) : 13575 - 13582
[2] THE SYNTHESIS OF SUBSTITUTED PYRROLIDINES BY A SAMARIUM(II) IODIDE-MEDIATED RING-CLOSURE .1.
BALDWIN, JE
MACKENZIETURNER, SC
MOLONEY, MG
[J]. TETRAHEDRON, 1994, 50 (31) : 9411 - 9424
[3] AN APPROACH TO PSEUDOMONIC ACIDS FROM ACETYLENIC PRECURSORS - SYNTHESIS OF 2-(HYDROXYMETHYL)-3-BUTYN-1-OL
BATES, HA
FARINA, J
TONG, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (14) : 2637 - 2641
[4] BENNETT SM, 1991, SYNLETT, P805
[5] SMI2-MEDIATED CYCLIZATION OF VINYL RADICALS
CAPELLA, L
MONTEVECCHI, PC
[J]. TETRAHEDRON LETTERS, 1994, 35 (45) : 8445 - 8448
[6] CURRAN DP, 1990, SYNLETT, P773
[7] NEW SEQUENTIAL CARBON-CARBON BOND FORMING REACTIONS - A SAMARIUM(II) IODIDE MEDIATED VINYLOGOUS BARBIER REACTION FOLLOWED BY AN ALDOL REACTION
CURRAN, DP
WOLIN, RL
[J]. SYNLETT, 1991, (05) : 317 - 318
[8] Dickman D. A., 1990, ORG SYNTH, V7, P530
[9] AN IMPROVED SYNTHESIS OF ETHYL N-(METHOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROLE-3-CARBOXYLATE
DUPRE, B
MEYERS, AI
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) : 3197 - 3198
[10] A GENERAL-ROUTE TO 3-FUNCTIONALIZED 3-NORCEPHALOSPORINS
FARINA, V
BAKER, SR
HAUCK, SI
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (20) : 4962 - 4966

← 1 2 3 →