RING-FLUORINATED PROSTAGLANDINS - TOTAL SYNTHESIS OF (+/-)-10-ALPHA-FLUOROPROSTAGLANDIN F2-ALPHA METHYL-ESTER

被引：24

作者：

GRIECO, PA

WILLIAMS, E

SUGAHARA, T

机构：

[1] Department of Chemistry, University of Pittsburgh, Pittsburgh

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 13期

关键词：

D O I：

10.1021/jo01327a034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of 10α-fluoroprostaglandin F2α methyl ester (1) is described. Introduction of fluorine at C(10) involved treatment of triflate 15 with tetra-n-butylammonium fluoride in refluxing tetrahydrofuran. © 1979, American Chemical Society. All rights reserved.

引用

页码：2194 / 2199

页数：6

共 22 条

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[4] STEREO-CONTROLLED SYNTHESIS OF PROSTAGLANDINS F2ALPHA AND E2 (DL)
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[5] COREY EJ, 1975, TETRAHEDRON LETT, P2647
[6] PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES
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[7] FRIED J, 1976, ADV PROSTAG THROMB R, V1, P183
[8] TOTAL SYNTHESIS OF 14-FLUOROPROSTAGLANDIN F2-ALPHA AND 14-FLUOROPROSTACYCLIN
GRIECO, PA
YOKOYAMA, Y
NICOLAOU, KC
BARNETTE, WE
SMITH, JB
OGLETREE, M
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[J]. CHEMISTRY LETTERS, 1978, (09) : 1001 - 1004
[9] FLUOROPROSTAGLANDINS - SYNTHESIS OF (+/-)-10-BETA-FLUOROPROSTAGLANDIN F2-ALPHA METHYL-ESTER
GRIECO, PA
SUGAHARA, T
YOKOYAMA, Y
WILLIAMS, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (13) : 2189 - 2193
[10] CHEMISTRY OF NAKED ANIONS .1. REACTIONS OF 18-CROWN-6 COMPLEX OF POTASSIUM FLUORIDE WITH ORGANIC SUBSTRATES IN APROTIC ORGANIC-SOLVENTS
LIOTTA, CL
HARRIS, HP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (07) : 2250 - 2252

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