DIRECT REGIOSELECTIVE CHLORINATION OF UNPROTECTED HEXITOLS AND PENTITOLS BY VIEHES SALT

被引：26

作者：

BENAZZA, M

UZAN, R

BEAUPERE, D

DEMAILLY, G

机构：

[1] Laboratoire de Chimie Organique, Faculté des Sciences, 80039 Amiens

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 22期

关键词：

VIEHES SALT; GLUCITOL; MANNITOL; PENITOLS; REGIOSELECTIVE CHLORINATION; HETEROCYCLIZATION;

D O I：

10.1016/S0040-4039(00)79831-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Viehe's salt allows the transformation of unprotected hexitols and pentitols into linear 1,6 and 1,5 dichloro derivatives in high yields. Usual competitive heterocyclization is minimized.

引用

页码：3129 / 3132

页数：4

共 19 条

[1] CONFORMATIONS OF ACYCLIC SUGAR-DERIVATIVES .8. PARTIALLY ACETYLATED ALDITOLS [J].

ANGYAL, SJ ;

LEFUR, R .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1927-1931

[2] SELECTIVE CHLORINATION OF PENTITOLS [J].

BENAZZA, M ;

BEAUPERE, D ;

UZAN, R ;

DEMAILLY, G .

CARBOHYDRATE RESEARCH, 1991, 218 :75-81

[3]

BOUCHARDAT G, 1872, ANN CHIM PHYS, P174

[4]

COPLAND C, 1982, AUST J CHEM, V35, P2257

[5]

DRUKER DB, 1979, ARCH ORAL BIOL, V24, P965

[6] STRUCTURAL FUNCTIONS OF TASTE IN THE SUGAR SERIES - FUNCTION OF THE GAMMA-ATTRIBUTE IN THE SWEET GLYCOPHORE [J].

DZIEDZIC, SZ ;

BIRCH, GG .

JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 1981, 32 (03) :283-287

[7]

FORD WCL, 1982, PROGR MALE CONTRACEP, P159

[8] 1 6-diamino 2 3 4 5-dimethylene mannitol [J].

Haworth, WN ;

Heath, RL ;

Wiggins, LF .

JOURNAL OF THE CHEMICAL SOCIETY, 1944, :155-157

[9] The dibenzoates of sorbitol and mannitol and their methylene derivatives [J].

Haworth, WN ;

Wiggins, LT .

JOURNAL OF THE CHEMICAL SOCIETY, 1944, :58-61

[10] ANTI-FERTILITY EFFECTS OF 6-CHLORO-6-DEOXY-GLUCOSE IN THE MALE-RAT [J].

HEITFELD, F ;

MCRAE, G ;

VICKERY, B .

CONTRACEPTION, 1979, 19 (06) :543-555

← 1 2 →