Diastereoselective hydrocyanation of chiral nitrones. Synthesis of novel alpha-(hydroxyamino) nitriles

被引:46
作者
Merino, P
Lanaspa, A
Merchan, FL
Tejero, T
机构
[1] Departamento de Quimica Organica, ICMA, Universidad de Zaragoza
关键词
D O I
10.1021/jo961293a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:9028 / 9032
页数:5
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共 60 条
[1]   A BMPD-yttrium isopropoxide complex: Highly efficient chiral Lewis acid catalyst for asymmetric silylcyanation [J].
Abiko, A ;
Wang, GQ .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (07) :2264-2265
[2]   ADDITION OF ORGANOMETALLIC REAGENTS TO N-GLYCOSYL NITRONES - ENANTIOSELECTIVE SYNTHESES OF (+)-(R)-ZILEUTON AND (-)-(S)-ZILEUTON [J].
BASHA, A ;
HENRY, R ;
MCLAUGHLIN, MA ;
RATAJCZYK, JD ;
WITTENBERGER, SJ .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) :6103-6106
[3]   ACYCLIC STEREOCONTROL IN THE ADDITION OF TRIMETHYLSILYL CYANIDE TO N-SUBSTITUTED IMINES OF (2S)-LACTIC ALDEHYDE [J].
CAINELLI, G ;
GIACOMINI, D ;
TRERE, A ;
GALLETTI, P .
TETRAHEDRON-ASYMMETRY, 1995, 6 (07) :1593-1600
[4]   Lewis-acid promoted addition of 2-trimethylsilyloxyfuran to nitrones: Synthesis and absolute configuration of tetrahydro-2-benzyl-3-(1-benzyloxyethyl)-furo[2,3-d]isoaxazol-5(2H) ones [J].
Castellari, C ;
Lombardo, M ;
Pietropaolo, G ;
Trombini, C .
TETRAHEDRON-ASYMMETRY, 1996, 7 (04) :1059-1068
[5]   DIASTEREOSELECTIVE STRECKER SYNTHESIS USING ALPHA-PHENYLGLYCINOL AS CHIRAL AUXILIARY [J].
CHAKRABORTY, TK ;
REDDY, GV ;
HUSSAIN, KA .
TETRAHEDRON LETTERS, 1991, 32 (51) :7597-7600
[6]   ENANTIOSELECTIVE SYNTHESIS OF PRIMARY AMINES VIA GRIGNARD ADDITIONS TO STEREOGENIC N-(ALPHA-PHENYL-BETA-(BENZYLOXY)ETHYL)NITRONES [J].
CHANG, ZY ;
COATES, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3475-3483
[7]   DIASTEREOSELECTIVITY OF ORGANOMETALLIC ADDITIONS TO NITRONES BEARING STEREOGENIC N-SUBSTITUENTS [J].
CHANG, ZY ;
COATES, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3464-3474
[8]  
CONFALONE PN, 1988, ORG REACTIONS, V36, P1
[9]   ENANTIOSELECTIVE CONVERSION OF ALDEHYDES TO CYANOHYDRINS BY A CATALYTIC-SYSTEM WITH SEPARATE CHIRAL BINDING-SITES FOR ALDEHYDE AND CYANIDE COMPONENTS [J].
COREY, EJ ;
WANG, Z .
TETRAHEDRON LETTERS, 1993, 34 (25) :4001-4004
[10]   CHAIN-EXTENSION OF CARBOHYDRATES .1. CYANO-AMINATION OF 1,2-3,4-DI-O-ISOPROPYLIDENE- ALPHA-D-GALACTO-HEXODIALDO-1,5-PYRANOSE [J].
CZERNECKI, S ;
DIEULESAINT, A ;
VALERY, JM .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1986, 5 (03) :469-474