NOREPHEDRINE DERIVED OXAZOLIDINES AS CHIRAL ACYLATING AGENTS - AN NMR-STUDY OF THE INTERMEDIATE CATIONS

被引：11

作者：

BERNARDI, A ^{[1
]}

CARDANI, S ^{[1
]}

POLI, G ^{[1
]}

POTENZA, D ^{[1
]}

SCOLASTICO, C ^{[1
]}

机构：

[1] UNIV MILAN,CNR,DIPARTIMENTO CHIM ORGAN & IND,CTR STUDIO SOSTANZE ORGAN NAT,I-20133 MILAN,ITALY

来源：

TETRAHEDRON | 1992年 / 48卷 / 07期

关键词：

OXAZOLINIUM CATION; NMR; STEREOSELECTIVE; OXAZOLIDINE; LEWIS ACIDS;

D O I：

10.1016/S0040-4020(01)90796-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

NMR studies proved that cationic species are intermediates in the acid catalyzed reaction of norephedrine-derived oxazolidines with nucleophiles. Information was gathered on the electronic structure of the cations and its dependence on ring substitution.

引用

页码：1343 / 1352

页数：10

共 19 条

[1] BROAD-BAND HOMONUCLEAR DECOUPLING IN HETERONUCLEAR SHIFT CORRELATION NMR-SPECTROSCOPY
BAX, A
[J]. JOURNAL OF MAGNETIC RESONANCE, 1983, 53 (03) : 517 - 520
[2] NOREPHEDRINE DERIVED 2-METHOXY OXAZOLIDINES AS CHIRAL FORMYL CATION EQUIVALENTS
BERNARDI, A
CARDANI, S
CARUGO, O
COLOMBO, L
SCOLASTICO, C
VILLA, R
[J]. TETRAHEDRON LETTERS, 1990, 31 (19) : 2779 - 2782
[3] BERNARDI A, 1990, Bulletin de la Societe Chimique de France, V127, P751
[4] BERNARDI A, 1991, TETRAHEDRON, V37, P7925
[5] BIGALKE J, 1988, THESIS PHILIPPS U MA
[6] BRADAMANTE S, 1984, J ORG CHEM, P2863
[7] CONDEFRIEBOES K, 1990, SYNLETT, P99
[8] FLEMING I, 1991, CHEMTRACTS ORGANIC C, V4, P21
[9] HART H, 1966, TETRAHEDRON LETT, P3383
[10] HART H, 1966, TETRAHEDRON LETT, P3389

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