An intramolecular Diels-Alder approach to the eunicellins: Enantioselective total syntheses of ophirin B and astrogorgin

被引：0

作者：

Crimmins, Michael T. ^{[1
]}

Brown, Brandon H. ^{[2
]}

Plake, Hilary R. ^{[1
]}

机构：

[1] Department of Chemistry, Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, United States

[2] Gilead Sciences, Inc., Foster City, CA 94404, United States

来源：

Journal of the American Chemical Society | 1600年 / 128卷 / 04期

关键词：

The enantioselective syntheses of the eunicellins ophirin B and astrogorgin have been completed. Ring-closing metatheses provide efficient access to the oxonene rings; and highly diastereoselective intramolecular Diels-Alder reactions resulted in the formation of the hydrobenzofuran portion of the molecules. © 2006 American Chemical Society;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

Journal article (JA)

引用

页码：1371 / 1378

共 50 条

[31] Towards the total synthesis of tangutorine by intramolecular Diels-Alder reaction
Wilkinson, JA
Ardes-Guisot, N
Ducki, S
Leonard, J
TETRAHEDRON LETTERS, 2005, 46 (46) : 8053 - 8056
[32] TOTAL SYNTHESIS OF (-)-PUMILIOTOXIN-C BY AQUEOUS INTRAMOLECULAR ACYLNITROSO DIELS-ALDER APPROACH
NARUSE, M
AOYAGI, S
KIBAYASHI, C
TETRAHEDRON LETTERS, 1994, 35 (49) : 9213 - 9216
[33] INTRAMOLECULAR HETERO DIELS-ALDER REACTIONS .7. HIGHLY ENANTIOSELECTIVE INTRAMOLECULAR HETERO DIELS-ALDER REACTIONS FOR THE SYNTHESIS OF ENANTIOMERICALLY PURE TRICYCLIC LACTONES
TIETZE, LF
BRAND, S
PFEIFFER, T
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1985, 24 (09) : 784 - 786
[34] Total synthesis of macquarimicins using an intramolecular Diels-Alder approach inspired by a biosynthetic pathway
Tadano, K.-I. (tadano@applc.keio.ac.jp), 1600, American Chemical Society (126):
[35] Stereoselective total synthesis of (-)-pumiliotoxin C by an aqueous intramolecular acylnitroso Diels-Alder approach
Naruse, M
Aoyagi, S
Kibayashi, C
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (11): : 1113 - 1124
[36] Total synthesis of macquarimicins using an intramolecular Diels-Alder approach inspired by a biosynthetic pathway
Munakata, R
Katakai, H
Ueki, T
Kurosaka, J
Takao, K
Tadano, K
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (36) : 11254 - 11267
[37] SYNTHESIS OF POLYQUINANES .2. THE TOTAL SYNTHESIS OF (+/-)-SILPHINENE - THE INTRAMOLECULAR DIELS-ALDER APPROACH
STERNBACH, DD
HUGHES, JW
BURDI, DF
BANKS, BA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) : 2149 - 2153
[38] SHORT INTRAMOLECULAR DIELS-ALDER APPROACH TO SPIROVETIVANES - TOTAL SYNTHESIS OF DL-HINESOL
NYSTROM, JE
HELQUIST, P
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (19): : 4695 - 4698
[39] SYNTHESIS OF POLYQUINANES .3. TOTAL SYNTHESIS OF (+/-)-HIRSUTENE - THE INTRAMOLECULAR DIELS-ALDER APPROACH
STERNBACH, DD
ENSINGER, CL
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09): : 2725 - 2736
[40] Natural Product Synthesis Featuring Intramolecular Diels-Alder Approaches - Total Syntheses of Tubelactomicins and Spiculoic Acid A
Tadano, Kin-ichi
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (26) : 4381 - 4394

← 1 2 3 4 5 →