A Highly Regioselective Ring-Opening Metathesis-Cross Metathesis Process Modulated by the Electronic Effects of the Cross Metathesis Partner: An Entry to Quaternary Prolines

被引：11

作者：

Carreras, Javier ^{[1
]}

Avenoza, Alberto ^{[1
]}

Busto, Jesus H. ^{[1
]}

Peregrina, Jesus M. ^{[1
]}

机构：

[1] Univ La Rioja, Dept Quim, UA CSIC, Grp Sintesis Quim La Rioja, Logrono 26006, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 04期

关键词：

ALPHA-AMINO-ACIDS; OLEFIN-METATHESIS; STEREOSELECTIVE-SYNTHESIS; NORBORNENE DERIVATIVES; ASYMMETRIC-SYNTHESIS; CLOSING METATHESIS; SUBSTITUENTS; COMPLEXES; CATALYSTS; ABH;

D O I：

10.1021/jo802399k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A modulation of the regioselectivity in the ring-opening metathesis-cross metathesis (ROCM) process, originated by the electronic features of the acyclic olefin, is described. Electron-poor and electron-rich olefins showed opposing behavior giving different regioisomers. The reaction opens the way to the synthesis of interesting proline analogues incorporating a quaternary stereocenter.

引用

页码：1736 / 1739

页数：4

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