A lactam-derived vinyl boronate as a stable and crystalline reagent for the synthesis of 2--substituted piperidines by Pd-catalyzed coupling reactions

被引:9
|
作者
Ferrali, A [1 ]
Guarna, A [1 ]
Lo Galbo, F [1 ]
Occhiato, EG [1 ]
机构
[1] Univ Florence, Dipartimento Chim Organ U Schiff, I-50019 Sesto Fiorentino, Italy
关键词
D O I
10.1016/j.tetlet.2004.05.015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A delta-valerolactam-derived vinyl triflate has been converted into the corresponding vinyl boronate by Pd-catalyzed coupling with bis(pinacolato)diboron, which results in all umpolung. This boronate efficiently couples under Pd catalysis with aryl and heteroaryl bromides to give the corresponding 2-substituted piperidines ill excellent yields. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5271 / 5274
页数:4
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