STEREOCHEMICAL STUDIES ON THE ADDITION OF ALLYLSILANES TO ALDEHYDES - THE S-E' COMPONENT

被引：67

作者：

DENMARK, SE

ALMSTEAD, NG

机构：

[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 18期

关键词：

D O I：

10.1021/jo00097a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Compounds (l)-1 and (u)-1 have revealed both the position of the silicon electrofuge and the relative orientation of the double bonds in the allylmetal-aldehyde addition. Cyclization was found to proceed with high selectivity via an anti SEI pathway regardless of the proximal/distal ratio.

引用

页码：5130 / 5132

页数：3

共 61 条

[51] HIGH SYN SELECTIVITY OF A SE' REACTION - ACYLATION OF AN OPTICALLY-ACTIVE 1,1-DISILYL-2-ALKENE - PRELIMINARY COMMUNICATION
WETTER, H
SCHERER, P
SCHWEIZER, WB
[J]. HELVETICA CHIMICA ACTA, 1979, 62 (06) : 1985 - 1989
[52] A CONTRIBUTION TO THE STEREOCHEMISTRY OF THE S'E-REACTION - THE PROTONATION OF AN OPTICALLY-ACTIVE 1,1-DISILYL-2-ALKENE
WETTER, H
SCHERER, P
[J]. HELVETICA CHIMICA ACTA, 1983, 66 (01) : 118 - 122
[53] ELECTROPHILIC SUBSTITUTION WITH ALLYLIC REARRANGEMENT (SE') - ANTI STEREOSELECTIVITY IN TRIFLUOROACETOLYSIS OF SOME CYCLOHEX-2-ENYLSILANES, CYCLOHEX-2-GERMANES, AND CYCLOHEX-2-STANNANES
WICKHAM, G
KITCHING, W
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (04) : 612 - 614
[54] STEREOCHEMICAL ASPECTS OF THE FORMATION AND TRIFLUOROACETOLYSIS OF SOME ALLYLIC BIS(TRIMETHYLSILYL)CYCLOHEXENES
WICKHAM, G
KITCHING, W
[J]. ORGANOMETALLICS, 1983, 2 (04) : 541 - 547
[55] BROMOMETHYLENECYCLOALKANES
WOLINSKY, J
ERICKSON, KL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (07) : 2208 - &
[56] STEREOCONTROL AND REGIOCONTROL OF ACYCLIC SYSTEMS VIA THE LEWIS ACID MEDIATED REACTION OF ALLYLIC STANNANES WITH ALDEHYDES
YAMAMOTO, Y
YATAGAI, H
ISHIHARA, Y
MAEDA, N
MARUYAMA, K
[J]. TETRAHEDRON, 1984, 40 (12) : 2239 - 2246
[57] SELECTIVE REACTIONS USING ALLYLIC METALS
YAMAMOTO, Y
ASAO, N
[J]. CHEMICAL REVIEWS, 1993, 93 (06) : 2207 - 2293
[58] ACYCLIC STEREOCONTROL VIA ALLYLIC ORGANOMETALLIC COMPOUNDS
YAMAMOTO, Y
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (07) : 243 - 249
[59] YAMAMOTO Y, 1987, ALDRICHIM ACTA, V20, P45
[60] CARVONE-DERIVED AND PIPERITONE-DERIVED ALLYLIC STANNANES AND ASPECTS OF THEIR ELECTROPHILIC SUBSTITUTION
YOUNG, D
JONES, M
KITCHING, W
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1986, 39 (04) : 563 - 573

← 1 2 3 4 5 6 7 →