A PRACTICAL SYNTHESIS OF 2-DEOXY ALDONOLACTONES VIA A SMI2-MEDIATED ALPHA-DEOXYGENATION REACTION

被引：59

作者：

HANESSIAN, S

GIRARD, C

CHIARA, JL

机构：

[1] Department of Chemistry, Station A, Montréal, Que.

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(00)92313-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-step deoxygenation of 2-hydroxylactones or their acetates is possible using samarium diiodide as an electron-transfer reagent in conjunction with a proton source.

引用

页码：573 / 576

页数：4

共 24 条

[1] THE STEREOCONTROLLED FORMATION OF CYCLIC VICINAL CIS-DIOLS VIA A SAMARIUM DIIODIDE PINACOL COUPLING OF DIALDEHYDES
CHIARA, JL
CABRI, W
HANESSIAN, S
[J]. TETRAHEDRON LETTERS, 1991, 32 (09) : 1125 - 1128
[2] DUNLAP AB, 1988, TETRAHEDRON LETT, V29, P439
[3] ELKHADEM HS, 1988, CARBOHYDRATE CHEM MO, P223
[4] HIGH-YIELD REDUCTION OF 2-O-TRIFLUOROMETHANESULFONATE ESTERS OF ALPHA-HYDROXYLACTONES TO THE CORRESPONDING 2-DEOXYLACTONES BY LITHIUM IODIDE TRIHYDRATE
ELLIOTT, RP
FLEET, GWJ
GYOUNG, YS
RAMSDEN, NG
SMITH, C
[J]. TETRAHEDRON LETTERS, 1990, 31 (26) : 3785 - 3788
[5] SAMARIUM(II) IODIDE MEDIATED CARBOCYCLES FROM CARBOHYDRATES - APPLICATION TO THE SYNTHESIS OF THE C-RING OF ANGUIDINE
ENHOLM, EJ
SATICI, H
TRIVELLAS, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) : 5841 - 5843
[6] SAMARIUM(II) IODIDE MEDIATED TRANSFORMATION OF CARBOHYDRATES TO CARBOCYCLES
ENHOLM, EJ
TRIVELLAS, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) : 6463 - 6465
[7] DIVALENT LANTHANIDE DERIVATIVES IN ORGANIC-SYNTHESIS .1. MILD PREPARATION OF SMI2 AND YBI2 AND THEIR USE AS REDUCING OR COUPLING AGENTS
GIRARD, P
NAMY, JL
KAGAN, HB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) : 2693 - 2698
[8] A NOVEL LANTHANIDE-INDUCED REARRANGEMENT
HOLTON, RA
WILLIAMS, AD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (25) : 5981 - 5983
[9] SMI2-PROMOTED DEACETOXYLATION OF O-ACETYLSUGAR LACTONES - AN EASY ACCESS TO DEOXYSUGAR LACTONES
INANAGA, J
KATSUKI, J
YAMAGUCHI, M
[J]. CHEMISTRY LETTERS, 1991, (06) : 1025 - 1026
[10] Inanaga J., 1990, REV HETEROATOM CHEM, V3, P75

← 1 2 3 →