THE INTRAMOLECULAR SILYL-MODIFIED SAKURAI (ISMS) REACTION - STEREOSELECTIVE PREPARATION OF TRI-SUBSTITUTED AND TETRA-SUBSTITUTED TETRAHYDROPYRANS

被引：59

作者：

MARKO, IE

BAYSTON, DJ

机构：

[1] Université Catholique de Louvain, Département de Chimie, Laboratoire de Chimie Organique, B-1348 Louvain-la-Neuve

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 41期

关键词：

D O I：

10.1016/0040-4039(93)88114-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ISMS condensation of allylsilane 4 does not follow the expected pathway but rather leads to an efficient synthesis of trisubstituted and tetrasubstituted tetrahydropyran derivatives.

引用

页码：6595 / 6598

页数：4

共 13 条

[1] BAYSTON DJ, UNPUB
[2] LEWIS ACID MEDIATED CONDENSATION OF ALKENOLS AND ALDEHYDES - A SELECTIVE SYNTHESIS OF TETRAHYDROPYRANS AND OXEPANES
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[3] SYNTHESIS OF 4-HALOTETRAHYDROPYRANS FROM ALLYLSILANES AND CARBONYL-COMPOUNDS IN THE PRESENCE OF LEWIS-ACIDS
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[J]. TETRAHEDRON LETTERS, 1987, 28 (09) : 973 - 976
[4] GEMAL AL, 1979, J AM CHEM SOC, V101, P5848
[5] HOSOMI A, 1976, TETRAHEDRON LETT, P1295
[6] LITHIUM TRISIAMYLBOROHYDRIDE - NEW STERICALLY HINDERED REAGENT FOR REDUCTION OF CYCLIC KETONES WITH EXCEPTIONAL STEREOSELECTIVITY
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BROWN, HC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (11) : 3383 - 3384
[7] THE INTRAMOLECULAR SILYL MODIFIED SAKURAI (ISMS) REACTION - A SIMPLE AND VERSATILE SYNTHESIS OF TETRAHYDROPYRANS, SPIROETHERS, AND SPIROKETALS
MARKO, IE
MEKHALFIA, A
BAYSTON, DJ
ADAMS, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) : 2211 - 2213
[8] REGIOCONTROL IN THE INTRAMOLECULAR SILYL MODIFIED SAKURAI (ISMS) REACTION - AN EFFICIENT SYNTHESIS OF A DACUS-OLEAE FRUIT-FLY PHEROMONE
MARKO, IE
MEKHALFIA, A
[J]. TETRAHEDRON LETTERS, 1992, 33 (13) : 1799 - 1802
[9] THE SILYL MODIFIED SAKURAI (SMS) REACTION - AN EFFICIENT AND VERSATILE ONE-POT SYNTHESIS OF HOMOALLYLIC ETHERS
MEKHALFIA, A
MARKO, IE
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4779 - 4782
[10] THE INTRAMOLECULAR SILYL MODIFIED SAKURAI (ISMS) REACTION - A NOVEL AND HIGHLY CONVERGENT SYNTHESIS OF OXOCENES
MEKHALFIA, A
MARKO, IE
ADAMS, H
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4783 - 4786

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