YTTRIUM TRIFLATE-CATALYZED ADDITION OF LITHIUM ENOLATES TO 1,2-EPOXIDES - EFFICIENT SYNTHESIS OF GAMMA-HYDROXY KETONES

被引：31

作者：

CROTTI, P

DIBUSSOLO, V

FAVERO, L

MACCHIA, F

PINESCHI, M

机构：

[1] Dipartimento di Chimica Bioorganica, Università di Pisa, 56126 Pisa

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(00)78266-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple, efficient method is described for the synthesis of gamma-hydroxy ketones by the direct opening of 1,2-epoxides with lithium enolates derived from simple ketones in anhydrous toluene, in the presence of Y(OTf)(3).

引用

页码：6537 / 6540

页数：4

共 6 条

[1] REGIOALTERNATING SELECTIVITY IN THE METAL SALT CATALYZED AMINOLYSIS OF STYRENE OXIDE
CHINI, M
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[2] LANTHANIDE(III) TRIFLUOROMETHANESULFONATES AS EXTRAORDINARILY EFFECTIVE NEW CATALYSTS FOR THE AMINOLYSIS OF 1,2-EPOXIDES
CHINI, M
CROTTI, P
FAVERO, L
MACCHIA, F
PINESCHI, M
[J]. TETRAHEDRON LETTERS, 1994, 35 (03) : 433 - 436
[3] SYNTHESIS OF GAMMA-HYDROXY KETONES BY LICLO4-CATALYZED ADDITION OF LITHIUM ENOLATES TO 1,2-EPOXIDES
CHINI, M
CROTTI, P
FAVERO, L
PINESCHI, M
[J]. TETRAHEDRON LETTERS, 1991, 32 (51) : 7583 - 7586
[4] ENOLATE AND OTHER CARBON NUCLEOPHILE ALKYLATION REACTIONS USING 1,2-CYCLIC SULFATES AS TERMINAL EPOXIDE EQUIVALENTS
HOYE, TR
CRAWFORD, KB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (03) : 520 - 522
[5] SMITH JG, 1984, SYNTHESIS-STUTTGART, P629
[6] STEREOSELECTIVE REACTIONS OF ESTER ENOLATES WITH EPOXIDES
TAYLOR, SK
FRIED, JA
GRASSL, YN
MAROLEWSKI, AE
PELTON, EA
POEL, TJ
REZANKA, DS
WHITTAKER, MR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) : 7304 - 7307

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