ALPHA-LITHIOAMINE SYNTHETIC EQUIVALENTS - SYNTHESES OF DIASTEREOISOMERS FROM THE BOC PIPERIDINES

被引：95

作者：

BEAK, P

LEE, WK

机构：

[1] Department of Chemistry, University of Illinois at Champaign Urbana, Urbana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 09期

关键词：

D O I：

10.1021/jo00296a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The α-lithiations and electrophilic substitutions of selected Boc piperidines provide single or separable diastereoisomeric 2-substituted, 2,4-disubstituted, and 2,4,6-trisubstituted Boc piperidines which are readily hydrolyzed to the substituted piperidines. © 1990, American Chemical Society. All rights reserved.

引用

页码：2578 / 2580

页数：3

共 19 条

[1] ARMANDE JC, 1977, TETRAHEDRON LETT, P897
[2] METALATION AND ELECTROPHILIC SUBSTITUTION OF AMINE DERIVATIVES ADJACENT TO NITROGEN - ALPHA-METALLO AMINE SYNTHETIC EQUIVALENTS
BEAK, P
ZAJDEL, WJ
REITZ, DB
[J]. CHEMICAL REVIEWS, 1984, 84 (05) : 471 - 523
[3] DIPOLE-STABILIZED CARBANIONS - THE ALPHA'-LITHIATION OF PIPERIDIDES
BEAK, P
ZAJDEL, WJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (04) : 1010 - 1018
[4] BEAK P, 1989, TETRAHEDRON LETT, P1197
[5] REGIOSELECTIVE ALPHA-LITHIATION OF UNSYMMETRICAL 1-(TERT-BUTOXYCARBONYL)-1,4-DIHYDROPYRIDINES
COMINS, DL
WEGLARZ, MA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) : 4437 - 4442
[6] COMINS DL, 1989, TETRAHEDRON LETT, P5053
[7] CHIRAL DIPOLE-STABILIZED ANIONS - EXPERIMENT AND THEORY IN NONBENZYLIC SYSTEMS - 100-PERCENT STEREOSELECTIVE DEPROTONATION AND 2-ELECTRON VS SINGLE-ELECTRON TRANSFER IN THE CHEMISTRY OF LITHIUM AND COPPER PIPERIDINOOXAZOLINES
GAWLEY, RE
HART, GC
BARTOLOTTI, LJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (01) : 175 - 181
[8] HASSEL T, 1987, HELV CHIM ACTA, V61, P2237
[9] HASSEL T, 1978, ANGEW CHEM INT EDIT, V17, P274
[10] HILL R, 1965, TETRAHEDRON, V4, P147

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