A novel approach to the enantioselective synthesis of nuphar alkaloids:: First total synthesis of (-)-(5S,8R,9S)-5-(3-furyl)-8-methyloctahydroindolizidine and total synthesis of (-)-nupharamine

被引：35

作者：

Barluenga, J ^{[1
]}

Aznar, F ^{[1
]}

Ribas, C ^{[1
]}

Valdés, C ^{[1
]}

机构：

[1] Univ Oviedo, Inst Quim Organomet Enrique Moles, Unidad Asociada, CSIC, Asturias 33071, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 10期

关键词：

D O I：

10.1021/jo9823240

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：3736 / 3740

页数：5

共 32 条

[21] Total synthesis of (+)-desoxoprosopinine via the intramolecular reaction of gamma-aminoallylstannane
Kadota, I
Kawada, M
Muramatsu, Y
Yamamoto, Y
[J]. TETRAHEDRON LETTERS, 1997, 38 (42) : 7469 - 7470
[22] 2-OXOTETRAHYDRO-1,3-OXAZINE - A USEFUL INTERMEDIATE FOR THE PREPARATION OF TETRAHYDROPYRIDINE, INDOLIZIDINE, AND QUINOLIZIDINE SKELETONS
KURIHARA, T
MATSUBARA, Y
OSAKI, H
HARUSAWA, S
YONEDA, R
[J]. HETEROCYCLES, 1990, 30 (02) : 885 - 896
[23] EXTENSION OF A NUPHAR PIPERIDINE SYNTHESIS TO QUINOLIZIDINES AND AN INDOLIZIDINE
LALONDE, RT
MUHAMMAD, N
WONG, CF
STURIALE, ER
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (18) : 3664 - 3671
[24] Efficient total syntheses of pumiliotoxins A and B. Applications of iodide-promoted iminium ion - Alkyne cyclizations in alkaloid construction
Lin, NH
Overman, LE
Rabinovitz, MH
Robinson, LA
Sharp, MJ
Zablocki, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (38) : 9062 - 9072
[25] INVESTIGATION OF NITROGEN-CONTAINING COMPOUNDS OF CASTOREUM
MAURER, B
OHLOFF, G
[J]. HELVETICA CHIMICA ACTA, 1976, 59 (04) : 1169 - 1185
[26] A NOVEL ANNULATION METHOD FOR THE SYNTHESIS OF SOME NITROGEN-CONTAINING HETEROCYCLES - THE SYNTHESIS OF (+/-)-HELIOTRIDANE AND (+/-)-NUPHAR INDOLIZIDINE
OHNUMA, T
TABE, M
SHIIYA, K
BAN, Y
DATE, T
[J]. TETRAHEDRON LETTERS, 1983, 24 (39) : 4249 - 4252
[27] The intramolecular Schmidt reaction of azides with tertiary alcohols: Synthesis of 5(alpha-naphthyl)- and 5-(beta-naphthyl)indolizidines as potential dopamine analogs and non-opiate antinociceptive agents
Pearson, WH
Gallagher, BM
[J]. TETRAHEDRON, 1996, 52 (37) : 12039 - 12048
[28] CHIRAL SYNTHESIS OF (-)-NUPHARAMINE
SHIMIZU, I
YAMAZAKI, H
[J]. CHEMISTRY LETTERS, 1990, (05) : 777 - 778
[29] THE TOTAL SYNTHESIS OF (-)-INDOLIZIDINES 205A AND 235B
SHISHIDO, Y
KIBAYASHI, C
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (18) : 1237 - 1239
[30] Total synthesis of (+)-indolizidine 195 B and (+)-monomorine
Solladie, G
Chu, GH
[J]. TETRAHEDRON LETTERS, 1996, 37 (01) : 111 - 114

← 1 2 3 4 →