SYNTHESIS OF 3-SUBSTITUTED AND 4-SUBSTITUTED CYCLIC ALPHA-AMINO-ACIDS STRUCTURALLY RELATED TO ACPD

被引：22

作者：

ALONSO, F

MICO, I

NAJERA, C

SANSANO, JM

YUS, M

EZQUERRA, J

YRURETAGOYENA, B

GRACIA, I

机构：

[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,E-03080 ALACANT,SPAIN

[2] CTR INVEST LILLY SA,E-28130 VALDEOLMOS,SPAIN

来源：

TETRAHEDRON | 1995年 / 51卷 / 37期

关键词：

D O I：

10.1016/0040-4020(95)00586-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of 3-substituted cyclopentanones 12-16, 4-substituted cyclohexanones 23-28 and cycloheptanones 38-41 is described. Substituents in the cycloalkanones are carboxylate, phosphonate or tetrazole groups, separated from the ring by a 0, 1, 2, or 3 carbon atoms chain. These cycloalkanones have been transformed into alpha-amino acids 9-11 by hydrolysis of the corresponding hydantoin derivatives 21, 37 and 62, obtained under Bucherer-Bergs reaction conditions.

引用

页码：10259 / 10280

页数：22

共 50 条

[1] THE IONIZATION CONSTANTS OF 3-SUBSTITUTED PYRIDINES, 3-SUBSTITUTED QUINOLINES AND 4-SUBSTITUTED ISOQUINOLINES
BRYSON, A
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (18) : 4871 - 4876
[2] SYNTHESIS OF SOME 4-SUBSTITUTED AMINO-1-METHYLPIPERIDINES STRUCTURALLY RELATED TO ANTIHISTAMINICS
ABOULENEIN, MN
KHALIFA, M
ELAZOUNY, AA
PHARMACEUTICA ACTA HELVETIAE, 1973, 48 (03): : 151 - 156
[3] SYNTHESIS OF ALPHA-TRIFLUORORMETHYL-SUBSTITUTED ALPHA-AMINO-ACIDS .10. SYNTHESIS OF OMEGA-PHOSPHINOYL ALPHA-AMINO-ACIDS
BURGER, K
GAA, K
MUTZE, K
CHEMIKER-ZEITUNG, 1991, 115 (11): : 328 - 330
[4] ACIDITIES OF 3-SUBSTITUTED AND 4-SUBSTITUTED PYRIDINIUM IONS
BUTT, G
TOPSOM, RD
TAFT, RW
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1987, 38 (1-2): : 141 - 146
[5] SYNTHESIS OF N-SUBSTITUTED ALPHA-AMINO-ACIDS FROM 4-HYDROXYCOUMARIN
HAMDI, M
SAKELLARIOU, R
SPEZIALE, V
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (07) : 1817 - 1819
[6] SYNTHESIS OF ALPHA-SUBSTITUTED ALPHA-AMINO-ACIDS VIA CATIONIC INTERMEDIATES
ROOS, EC
LOPEZ, MC
BROOK, MA
HIEMSTRA, H
SPECKAMP, WN
KAPTEIN, B
KAMPHUIS, J
SCHOEMAKER, HE
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (12): : 3259 - 3268
[7] Stereocontrolled synthesis of 3-substituted azetidinic amino acids
Sivaprakasam, M
Couty, F
Evano, G
Srinivas, B
Sridhar, R
Rao, KR
SYNLETT, 2006, (05) : 781 - 785
[8] A straightforward synthesis of 3-substituted azetidinic amino acids
Sivaprakasham, Mangaleswaran
Couty, Francois
Evano, Gwilherm
Srinivas, B.
Sridhar, R.
Rao, K. Rama
ARKIVOC, 2007, : 71 - 93
[9] Synthesis of 3-Substituted Tetrahydrofuran and 4-Substituted Tetrahydropyran Derivatives by Cyclization of Dicarboxylic Acids with InBr3/TMDS
Pehlivan, Leyla
Metay, Estelle
Delbrayelle, Dominique
Mignani, Gerard
Lemaire, Marc
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (25) : 4689 - 4693
[10] THE SYNTHESIS OF ARACEMIC 4-SUBSTITUTED PYRROLIDINONES AND 3-SUBSTITUTED PYRROLIDINES - AN ASYMMETRIC-SYNTHESIS OF (-)-ROLIPRAM
MEYERS, AI
SNYDER, L
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01): : 36 - 42

← 1 2 3 4 5 →