ASYMMETRIC-SYNTHESIS OF SULFINIMINES - APPLICATIONS TO THE SYNTHESIS OF NONRACEMIC BETA-AMINO-ACIDS AND ALPHA-HYDROXYL-BETA-AMINO-ACIDS

被引：149

作者：

DAVIS, FA

REDDY, RT

REDDY, RE

机构：

[1] Department of Chemistry, Drexel University, Philadelphia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 24期

关键词：

D O I：

10.1021/jo00050a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric oxidation of sulfenimines 1 affords sulfinimines 2 (88-90% ee) which are chiral ammonia imine synthons useful in the enantioselective synthesis of beta-amino acids and alpha-hydroxy-beta-amino acids such as the C-13 side chain of taxol (2R,3S)-7.

引用

页码：6387 / 6389

页数：3

共 38 条

[11] CHEMISTRY OF SULFUR-NITROGEN BOND .6. CONVENIENT ONE-STEP SYNTHESIS OF SULFENIMINES (S-ARYL THIOOXIMES)
DAVIS, FA
SLEGEIR, WAR
EVANS, S
SCHWARTZ, A
GOFF, DL
PALMER, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (16) : 2809 - 2813
[12] ASYMMETRIC OXIDATION OF SIMPLE SELENIDES TO SELENOXIDES IN HIGH ENANTIOPURITY - STEREOCHEMICAL ASPECTS OF THE ALLYL SELENOXIDE ALLYL SELENENATE REARRANGEMENT
DAVIS, FA
REDDY, RT
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (09) : 2599 - 2606
[13] CHEMISTRY OF OXAZIRIDINES .17. N-(PHENYLSULFONYL)(3,3-DICHLOROCAMPHORYL)OXAZIRIDINE - A HIGHLY EFFICIENT REAGENT FOR THE ASYMMETRIC OXIDATION OF SULFIDES TO SULFOXIDES
DAVIS, FA
REDDY, RT
HAN, W
CARROLL, PJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) : 1428 - 1437
[14] ASYMMETRIC HYDROXYLATION OF ENOLATES WITH N-SULFONYLOXAZIRIDINES
DAVIS, FA
CHEN, BC
[J]. CHEMICAL REVIEWS, 1992, 92 (05) : 919 - 934
[15] CHEMISTRY OF SULFUR-NITROGEN BOND .9. TRANSMISSION OF ELECTRONIC EFFECTS IN N-ALKYLIDENEARENESULFENAMIDES, N-ALKYLIDENEARENESULFINAMIDES N-ALKYLIDENEARENESULFONAMIDES, AND ARENESULFENANILIDES
DAVIS, FA
KAMINSKI, JM
KLUGER, EW
FREILICH, HS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (24) : 7085 - 7091
[16] DAVIS FA, 1974, J AM CHEM SOC, V96, P5000, DOI 10.1021/ja00822a055
[17] DAVIS FA, 1976, J ORG CHEM, V41, P898
[18] DAVIS FA, 1990, J AM CHEM SOC, V112, P1512
[19] DAVIS FA, 1978, J AM CHEM SOC, V100, P2284
[20] DIRECT, HIGHLY EFFICIENT SYNTHESIS FROM (S)-(+)-PHENYLGLYCINE OF THE TAXOL AND TAXOTERE SIDE-CHAINS
DENIS, JN
CORREA, A
GREENE, AE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (24) : 6939 - 6942

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