Total synthesis of reveromycin A

被引：41

作者：

Shimizu, T ^{[1
]}

Masuda, T ^{[1
]}

Hiramoto, K ^{[1
]}

Nakata, T ^{[1
]}

机构：

[1] RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 14期

关键词：

D O I：

10.1021/ol0060634

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The stereoselective total synthesis of reveromycin A (1), a potent inhibitor of eukaryotic cell growth, has been accomplished on the basis of the stereocontrolled construction of the 6,6-spiroketal system, efficient succinylation of the tert alcohol under high pressure, and the introduction of the unsaturated side chains.

引用

页码：2153 / 2156

页数：4

共 14 条

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[2] COREY EJ, 1971, TETRAHEDRON LETT, P1821
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[4] Enantioselective total synthesis of reveromycin B
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[5] Enantioselective synthesis of the [6,6] spiroketal core of reveromycin A
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Ling, TT
Tran, HV
Theodorakis, EA
[J]. ORGANIC LETTERS, 2000, 2 (02) : 207 - 210
[6] REVEROMYCINS, NEW INHIBITORS OF EUKARYOTIC CELL-GROWTH .3. STRUCTURES OF REVEROMYCIN-A, REVEROMYCIN-B, REVEROMYCIN-C AND REVEROMYCIN-D
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[J]. JOURNAL OF ANTIBIOTICS, 1992, 45 (09) : 1420 - 1427
[7] Total synthesis of reveromycin B
Masuda, T
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[J]. ORGANIC LETTERS, 1999, 1 (06) : 941 - 944
[8] Synthetic studies toward the reveromycins: Asymmetric synthesis of the spiroketal segment of reveromycin B
McRae, KJ
Rizzacasa, MA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) : 1196 - 1197
[9] Synthetic studies on reveromycin A: Stereoselective synthesis of the spiroketal system
Shimizu, T
Kobayashi, R
Osako, K
Osada, H
Nakata, T
[J]. TETRAHEDRON LETTERS, 1996, 37 (37) : 6755 - 6758
[10] SHIMIZU T, 1995, SYNLETT, P650

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