Investigation of the Scope and Regiochemistry of Alkynylboronate Cycloadditions with Sydnones

被引：95

作者：

Browne, Duncan L. ^{[2
]}

Vivat, Jerome F. ^{[2
]}

Plant, Andrew ^{[3
,4
]}

Gomez-Bengoa, Enrique ^{[1
]}

Harrity, Joseph P. A. ^{[2
]}

机构：

[1] Univ Basque Country, Fac Quim, Dept Quim Organ 1, San Sebastian, Spain

[2] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

[3] Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England

[4] Syngenta Crop Protect AG, CH-4332 Stein, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 22期

基金：

英国工程与自然科学研究理事会;

关键词：

DENSITY-FUNCTIONAL THEORY; DIELS-ALDER REACTION; ASYMMETRIC-SYNTHESIS; IN-SITU; ESTERS; BUTADIENE; ROUTE; DFT; MECHANISMS; PREDICTION;

D O I：

10.1021/ja902460n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cycloaddition of alkynylboronates and sydnones provides a convenient and highly regioselective method for the synthesis of a broad range of di-, tri-, and tetrasubstituted pyrazole boronic esters. The origins of an observed regiochemical divergence in the reactions of terminal alkynylboronates with their more substituted analogues have been studied by DFT methods.

引用

页码：7762 / 7769

页数：8

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