Synthesis of a trans-fused perhydroindan analog of hispidospermidin

被引：18

作者：

Ellis, DA ^{[1
]}

Hart, DJ ^{[1
]}

Zhao, L ^{[1
]}

机构：

[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(00)01311-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A reductive alkylation-halolactonization-free radical cyclization reaction sequence plays a pivotal role in a synthesis of the hispidospermidin analog 3 from m-toluic acid. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：9357 / 9360

页数：4

共 13 条

[1] PREPARATION OF FUNCTIONALIZED TRANS-PERHYDROINDANS FROM SUBSTITUTED BENZOIC-ACIDS - REDUCTIVE ALKYLATION HALOLACTONIZATION FREE-RADICAL CYCLIZATION
CHUANG, CP
GALLUCCI, JC
HART, DJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (14) : 3210 - 3218
[2] A NEW ENTRY TO HIGHLY FUNCTIONALIZED PERHYDROINDANS VIA FREE-RADICAL CYCLIZATIONS
CHUANG, CP
HART, DJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (10) : 1782 - 1784
[3] BASE-PROMOTED REACTIONS OF EPOXIDES .V. 1-ALKYLCYCLOALKENE OXIDES
CRANDALL, JK
LIN, LHC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (06) : 2375 - &
[4] ELLIS DA, 1999, THESIS OHIO STATE U
[5] A highly stereoselective total synthesis of hispidospermidin: Derivation of a pharmacophore model
Frontier, AJ
Raghavan, S
Danishefsky, SJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (26) : 6151 - 6159
[6] Stereocontrolled total synthesis of hispidospermidin
Frontier, AJ
Raghavan, S
Danishefsky, SJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (28) : 6686 - 6687
[7] NOVEL RADICAL CYCLIZATION OF N-AZIRIDINYL IMINES
KIM, S
KEE, IS
LEE, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (26) : 9882 - 9883
[8] Muller R. K., 1976, Org. Synth, V55, P114
[9] OHTSUKA T, 1994, J ANTIBIOT, V47, P1
[10] Enantioselective total synthesis of hispidospermidin
Overman, LE
Tomasi, AL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (16) : 4039 - 4040

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