A STEREOCONTROLLED SYNTHESIS OF HYDROXYETHYLENE DIPEPTIDE ISOSTERES USING NOVEL, CHIRAL AMINOALKYL EPOXIDES AND GAMMA-(AMINOALKYL) GAMMA-LACTONES

被引：153

作者：

EVANS, BE ^{[1
]}

RITTLE, KE ^{[1
]}

HOMNICK, CF ^{[1
]}

SPRINGER, JP ^{[1
]}

HIRSHFIELD, J ^{[1
]}

VEBER, DF ^{[1
]}

机构：

[1] MERCK INST THERAPEUT RES,RAHWAY,NJ 07065

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1985年 / 50卷 / 23期

关键词：

D O I：

10.1021/jo00223a037

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：4615 / 4625

页数：11

共 42 条

[31] DIASTEREOSELECTIVE SYNTHESIS OF 2,3,4-TRISUBSTITUTED GAMMA-LACTOLS AND GAMMA-LACTONES VIA REGIOCONTROLLED AND STEREOCONTROLLED OPENING OF A 1,2-EPOXY-4-HYDROXYALKYL CARBAMATE WITH HETERO-NUCLEOPHILES
LUSSMANN, J
HOPPE, D
JONES, PG
FITTSCHEN, C
SHELDRICK, GM
TETRAHEDRON LETTERS, 1986, 27 (31) : 3595 - 3598
[32] OXIDATION OF 2-SUBSTITUTED ALLYLSILANE TO CONJUGATED ENAL USING HYPERVALENT ORGANOIODINE COMPOUND AND SYNTHESIS OF ALPHA-METHYLENE GAMMA-LACTONES AND DELTA-LACTONES
OCHIAI, M
FUJITA, E
ARIMOTO, M
YAMAGUCHI, H
TETRAHEDRON LETTERS, 1983, 24 (08) : 777 - 780
[33] STEREOISOMERIC FLAVOR COMPOUNDS .38. DIRECT CHIROSPECIFIC ANALYSIS OF GAMMA-LACTONES USING ONLINE COUPLED LC-GC WITH A CHIRAL SEPARATION COLUMN
SCHMARR, HG
MOSANDL, A
GROB, K
CHROMATOGRAPHIA, 1990, 29 (3-4) : 125 - 130
[34] A NOVEL HETEROCYCLE-STABILIZED HOMOENOLATE ANION AND ITS APPLICATIONS IN THE SYNTHESES OF BETA-PROPENOYLCARBOXYLIC ESTERS, CYCLOPROPANECARBOXYLIC ESTERS, 1-VINYL-1-ETHOXY EPOXIDES, AND GAMMA-LACTONES
KATRITZKY, AR
JIANG, JL
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (01): : 6 - 7
[35] ORGANIC-SYNTHESIS WITH ALPHA-CHLOROSULFIDES - CONVERSION OF PHENOLS INTO GAMMA-LACTONES USING METHYL-2-CHLORO-2-(ALKYL OR ARYLTHIO)CARBOXYLATES
KENNEDY, M
MAGUIRE, AR
MCKERVEY, MA
TETRAHEDRON LETTERS, 1986, 27 (06) : 761 - 764
[36] A NEW SYNTHESIS OF GAMMA-LACTONES WITH ALPHA,BETA-FUSED RING-SYSTEMS USING ALPHA-DIETHOXYPHOSPHINYL-DELTA-ALPHA,BETA-BUTENOLIDES
MINAMI, T
WATANABE, K
CHIKUGO, T
KITAJIMA, Y
CHEMISTRY LETTERS, 1987, (12) : 2369 - 2372
[37] NOVEL ASYMMETRIC-SYNTHESIS OF GAMMA-ALKYLATED LACTONES VIA SUCCESSIVE ALKYLATION AND REDUCTION OF CHIRAL CYCLIC IMIDES WITH C-2-SYMMETRY
YODA, H
SHIRAKAWA, K
TAKABE, K
CHEMISTRY LETTERS, 1991, (03) : 489 - 490
[38] NUCLEAR MAGNETIC-RESONANCE DETERMINATION OF ENANTIOMERIC COMPOSITION AND ABSOLUTE-CONFIGURATION OF GAMMA-LACTONES USING CHIRAL 2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL
PIRKLE, WH
SIKKENGA, DL
PAVLIN, MS
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (02): : 384 - 387
[39] OXIDATION OF SOME PROCHIRAL 3-SUBSTITUTED CYCLOBUTANONES USING MONOOXYGENASE ENZYMES - A SINGLE-STEP METHOD FOR THE SYNTHESIS OF OPTICALLY ENRICHED 3-SUBSTITUTED GAMMA-LACTONES
GAGNON, R
GROGAN, G
GROUSSAIN, E
PEDRAGOSAMOREAU, S
RICHARDSON, PF
ROBERTS, SM
WILLETTS, AJ
ALPHAND, V
LEBRETON, J
FURSTOSS, R
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (20): : 2527 - 2528
[40] Asymmetric 1,2-and 1,3-Inductions and Solvent Dependence Found in Chelate-Controlled Additions of Grigmard Reagents and Cuprates to Chiral beta-Formyl Esters. Stereoselective Synthesis of gamma-Lactones
Janowitz, Agnes
Kunz, Thomas
Handke, Gabriele
Reissig, Hans-Ulrich
SYNLETT, 1989, (01) : 24 - U111

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