Synthesis of functionalized allylsilanes via the condensation of α,β-unsaturated carbonyl compounds with γ-trimethylsilylmethylallylzircocene followed by anionic oxy-Cope rearrangement

被引：4

作者：

Pi, JH

Huang, X

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

SYNLETT | 2003年 / 15期

关键词：

allylzirconcene; oxy-Cope rearrangement; allylsiliane; cyclopentanol;

D O I：

10.1055/s-2003-42126

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Condensation of alpha,beta-unsaturated carbonyl compounds with gamma-trimethylsilylmethylallylzircocene followed by anionic oxy-Cope rearrangement provided a novel method for the synthesis of functionalized allylsilanes compounds possessing a carbonyl group in the same molecule, which are versatile intermediates for intramolecular allylsilylation, giving cyclopentanols on treatment wit n-Bu4NF.

引用

页码：2413 / 2415

页数：3

共 12 条

[1]

CHINO M, 1994, SYNLETT, P359

[2]

CHIO M, 1996, CHEM LETT, P231

[3] CHEMICALLY MODIFIED POTASSIUM HYDRIDE - SIGNIFICANT IMPROVEMENT IN YIELDS IN SOME OXY-COPE REARRANGEMENTS [J].