A SHORT APPROACH TO FUNCTIONALIZED HOMOCHIRAL PIPERIDINONES

被引：33

作者：

HERMITAGE, SA ^{[1
]}

MOLONEY, MG ^{[1
]}

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 08期

关键词：

D O I：

10.1016/0957-4166(94)80113-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The preparation of homochiral lactam 4 in 5 steps from (S)-lysine is described. Conversion to bicyclic O,N-acetal 5 provides a useful template for further elaboration to highly substituted piperidinones with excellent diastereoselectivity.

引用

页码：1463 / 1464

页数：2

共 31 条

[1] AMOROSO R, 1993, GAZZ CHIM ITAL, V123, P75
[2] CHEMICALS FROM THE GLANDS OF ANTS
ATTYGALLE, AB
MORGAN, ED
[J]. CHEMICAL SOCIETY REVIEWS, 1984, 13 (03) : 245 - 278
[3] SYNTHESIS OF 2,5-SUBSTITUTED PIPERIDINES - TRANSPOSITION OF 1,4-SUBSTITUTION PATTERN FOR THE ANALGESIC DRUG R6582
BAENS, NP
COMPERNOLLE, F
TOPPET, SM
HOORNAERT, GJ
[J]. TETRAHEDRON, 1993, 49 (15) : 3193 - 3202
[4] ASYMMETRIC-SYNTHESIS OF PIPECOLIC ACID-DERIVATIVES USING THE AZA-DIELS-ALDER REACTION
BAILEY, PD
BROWN, GR
KORBER, F
REED, A
WILSON, RD
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (12) : 1263 - 1282
[5] SYNTHESIS OF 2,6-DISUBSTITUTED PIPERIDINES, OXANES, AND THIANES
BALIAH, V
JEYARAMAN, R
CHANDRASEKARAN, L
[J]. CHEMICAL REVIEWS, 1983, 83 (04) : 379 - 423
[6] ALPHA-LITHIOAMINE SYNTHETIC EQUIVALENTS - SYNTHESES OF DIASTEREOISOMERS FROM BOC DERIVATIVES OF CYCLIC AMINES
BEAK, P
LEE, WK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (05) : 1109 - 1117
[7] CHIROSPECIFIC SYNTHESIS OF (1S,3R)-1-AMINO-3-(HYDROXYMETHYL)CYCLOPENTANE, PRECURSOR FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - DIECKMANN CYCLIZATION WITH AN ALPHA-AMINO-ACID
BERGMEIER, SC
COBAS, AA
RAPOPORT, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (09) : 2369 - 2376
[8] REGIOCHEMISTRY IN THE SYNTHESIS OF 2,3,8,8A-TETRAHYDRO-7H-OXAZOLO[3,2-A]PYRIDINES
CABALLERO, E
PUEBLA, P
MEDARDE, M
FELICIANO, AS
[J]. TETRAHEDRON, 1993, 49 (44) : 10079 - 10088
[9] Crabb T.A., 1990, ADV HETEROCYCL CHEM, V49, P193
[10] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS
DALE, JA
MOSHER, HS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) : 512 - 519

← 1 2 3 4 →