Preparation of silyl substituted crotylzinc reagents and their highly diastereoselective addition to carbonyl compounds

被引：21

作者：

Helm, Matthew D. ^{[1
]}

Mayer, Peter ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 16期

关键词：

D O I：

10.1039/b802157k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Readily prepared beta-silyl substituted crotylzinc reagents undergo highly selective allylation of carbonyl compounds leading to syn-homoallylic alcohols.

引用

页码：1916 / 1917

页数：2

共 50 条

[11] STEREOSELECTIVE ADDITION OF ORGANOTITANIUM REAGENTS TO CARBONYL-COMPOUNDS
REETZ, MT
STEINBACH, R
WESTERMANN, J
PETER, R
WENDEROTH, B
CHEMISCHE BERICHTE-RECUEIL, 1985, 118 (04): : 1441 - 1454
[12] Copper(II)-catalyzed silylation of internal alkynes in water: Highly diastereoselective access to β-silyl-α,β-unsaturated carbonyl compounds
Calderone, Joseph A.
Santos, Webster L.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
[13] Indium-mediated, highly efficient and diastereoselective addition of cyclic secondary allylic bromides to carbonyl compounds
Khan, FA
Prabhudas, B
TETRAHEDRON, 2000, 56 (38) : 7595 - 7599
[14] Highly diastereoselective intramolecular allylation reactions of mixed silyl-substituted acetals
Linderman, RJ
Chen, KY
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (07): : 2441 - 2453
[15] Bismuth-Catalyzed Addition of Silyl Nucleophiles to Carbonyl Compounds and Imines
Ollevier, Thierry
BISMUTH-MEDIATED ORGANIC REACTIONS, 2012, 311 : 69 - 114
[16] Lewis Acid-Activated Reactions of Silyl Ketenes for the Preparation of α-Silyl Carbonyl Compounds
Mitchell, Sarah M.
Xiang, Yuanhui
Matthews, Rachael
Arnburgey, Alexis M.
Pentzer, Emily B.
JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (22): : 14461 - 14468
[17] CHLOROALLYL ANION - HIGHLY REGIOSELECTIVE AND DIASTEREOSELECTIVE ALPHA-ADDITION OF CHLOROALLYL ZINC REAGENT TO CARBONYL-COMPOUNDS
MALLAIAH, K
SATYANARAYANA, J
ILA, H
JUNJAPPA, H
TETRAHEDRON LETTERS, 1993, 34 (19) : 3145 - 3148
[18] New method for the preparation of silyl enol ethers from carbonyl compounds in a regiospecific and highly stereoselective manner.
Sheldon, CG
Aggarwal, VK
Macdonald, GJ
Martin, WP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U196 - U196
[19] Highly diastereoselective epoxidation of α,β-unsaturated carbonyl compounds using sodium peroxide
Reddy, VK
Haritha, B
Yamashita, M
LETTERS IN ORGANIC CHEMISTRY, 2005, 2 (02) : 128 - 131
[20] A chiral silyl ether as auxiliary for the asymmetric nucleophilic addition to α- and β-silyloxy carbonyl compounds
Trzoss, M
Shao, J
Bienz, S
TETRAHEDRON, 2002, 58 (29) : 5885 - 5894

← 1 2 3 4 5 →