SYNTHESIS OF (2R,3S)-METHYL-2-FLUORO-3-(N-BENZOYLAMINO)-3-PHENYLPROPANOATE - MODIFIED SIDE-CHAIN OF TAXOL

被引：45

作者：

DAVIS, FA

REDDY, RE

机构：

[1] Department of Chemistry, Drexel University, Philadelphia

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 06期

关键词：

D O I：

10.1016/0957-4166(94)80045-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Methyl-2-fluoro-3-(N-benzoylamino)-3-phenylpropanoate 2 and 3, fluorine analogs of the C-13 side chain of taxol, were synthesized by electrophilic fluorination of the dianion of methyl (R)-(-)-(N-benzoyl)-3-amino-3-phenylpropanoate (4).

引用

页码：955 / 960

页数：6

共 25 条

[1] AN IMPROVED PROCEDURE FOR THE IRELAND-CLAISEN REARRANGEMENT OF ALLYL FLUOROACETATES
ARAKI, K
WELCH, JT
[J]. TETRAHEDRON LETTERS, 1993, 34 (14) : 2251 - 2254
[2] ASYMMETRIC-SYNTHESIS OF SULFINIMINES - APPLICATIONS TO THE SYNTHESIS OF NONRACEMIC BETA-AMINO-ACIDS AND ALPHA-HYDROXYL-BETA-AMINO-ACIDS
DAVIS, FA
REDDY, RT
REDDY, RE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (24) : 6387 - 6389
[3] ENANTIOSELECTIVE SYNTHESIS OF (+)-O-TRIMETHYLSAPPANONE-B AND (+)-O-TRIMETHYLBRAZILIN
DAVIS, FA
CHEN, BC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (07) : 1751 - 1753
[4] HYDROXYLATION OF DIHYDROISOXAZOLES USING N-SULFONYLOXAZIRIDINES
DAVIS, FA
KUMAR, A
REDDY, RE
CHEN, BC
WADE, PA
SHAH, SW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (26) : 7591 - 7593
[5] CHEMISTRY OF OXAZIRIDINES .18. SYNTHESIS AND ENANTIOSELECTIVE OXIDATIONS OF THE [(8,8-DIHALOCAMPHORYL)SULFONYL]OXAZIRIDINES
DAVIS, FA
WEISMILLER, MC
MURPHY, CK
REDDY, RT
CHEN, BC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (26) : 7274 - 7285
[6] DIASTEREOSELECTIVE FLUORINATION OF CHIRAL IMIDE ENOLATES USING N-FLUORO-O-BENZENEDISULFONIMIDE (NFOBS)
DAVIS, FA
HAN, W
[J]. TETRAHEDRON LETTERS, 1992, 33 (09) : 1153 - 1156
[7] ASYMMETRIC HYDROXYLATION OF ENOLATES WITH N-SULFONYLOXAZIRIDINES
DAVIS, FA
CHEN, BC
[J]. CHEMICAL REVIEWS, 1992, 92 (05) : 919 - 934
[8] N-FLUORO-ORTHO-BENZENEDISULFONIMIDE - A USEFUL NEW FLUORINATING REAGENT
DAVIS, FA
HAN, W
[J]. TETRAHEDRON LETTERS, 1991, 32 (13) : 1631 - 1634
[9] ASYMMETRIC FLUORINATION OF ENOLATES WITH N-FLUORO 2,10-(3,3-DICHLOROCAMPHORSULTAM)
DAVIS, FA
ZHOU, P
MURPHY, CK
[J]. TETRAHEDRON LETTERS, 1993, 34 (25) : 3971 - 3974
[10] ASYMMETRIC-SYNTHESIS OF SULFINIMINES - CHIRAL AMMONIA IMINE SYNTHONS
DAVIS, FA
REDDY, RE
SZEWCZYK, JM
PORTONOVO, PS
[J]. TETRAHEDRON LETTERS, 1993, 34 (39) : 6229 - 6232

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