LITHIATION OF 2-CHLOROMETHYLPYRIDINE - SYNTHESIS OF 2-OXIRANYL PYRIDINES

被引：16

作者：

FLORIO, S ^{[1
]}

TROISI, L ^{[1
]}

机构：

[1] UNIV LECCE,DIPARTIMENTO BIOL,I-73100 LECCE,ITALY

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 19期

关键词：

D O I：

10.1016/S0040-4039(00)76860-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Deprotonation of 2-chloromethylpyridine 1a with Lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at -78 degrees C gives a red solution of 2-pyridylchloromethyilithium 1b, which reacts with carbonyl compounds furnishing oxiranes 2.

引用

页码：3175 / 3178

页数：4

共 14 条

[1] REARRANGEMENT OF 2,4-DIMETHYLTHIAZOLE 3-OXIDE WITH ACETIC ANHYDRIDE [J].

ANDERSON, HJ ;

BARNES, DJ ;

KHAN, ZM .

CANADIAN JOURNAL OF CHEMISTRY, 1964, 42 (11) :2375-+

[2]

BOODMAN NS, 1972, PYRIDINE ITS DERI S1, V14, pCH2

[3]

BRODY F, 1960, PYRIDINE ITS DERIV 1, V14, pCH2

[4] 2-BENZOTHIAZOLYLCHLOROMETHYLLITHIUM - SYNTHESIS OF OXIRANES [J].

FLORIO, S ;

TROISI, L .

TETRAHEDRON LETTERS, 1992, 33 (51) :7953-7956

[5] STEREOSELECTIVE SYNTHESIS OF VINYLBENZOTHIAZOLES AND THEIR EPOXIDES [J].

FLORIO, S ;

INGROSSO, G ;

RONZINI, L ;

EPIFANI, E .

TETRAHEDRON, 1991, 47 (20-21) :3365-3374

[6] ENZYMATIC HYDRATION OF [EPOXIDES[3-18] - ROLE OF NUCLEOPHILIC MECHANISMS [J].

HANZLIK, RP ;

EDELMAN, M ;

MICHAELY, WJ ;

SCOTT, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (07) :1952-1955

[7]

KLOC K, 1984, HETEROCYCLES, V22, P2517

[8]

Newkome G.R., 1982, CONT HETEROCYCLIC CH

[9]

NEWKOME GR, 1984, PYRIDINE ITS DERIV 5, V14

[10] RECENT ADVANCES IN THE PREPARATION AND SYNTHETIC APPLICATIONS OF OXIRANES [J].

RAO, AS ;

PAKNIKAR, SK ;

KIRTANE, JG .

TETRAHEDRON, 1983, 39 (14) :2323-2367

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