醛与有机铬试剂偶联反应的新催化循环

New catalytic cycle for couplings of aldehydes with organochromium reagents.

作者信息

Namba Kosuke, Kishi Yoshito

机构信息

Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.

出版信息

Org Lett. 2004 Dec 23;6(26):5031-3. doi: 10.1021/ol047661b.

DOI:10.1021/ol047661b

PMID:15606128

Abstract

[reaction: see text] A new catalytic cycle has been developed to effect all three subgroups of Cr-mediated couplings, i.e., (1) Ni/Cr-mediated alkenylation, alkynylation, and arylation, (2) Co/Cr-mediated 2-haloallylation, alkylation, and propargylation, and (3) Cr-mediated allylation. In the presence of chiral sulfonamide ligands, good asymmetric inductions can be achieved for some of the Ni/Cr-mediated alkenylation, Co/Cr-mediated 2-haloallylation and propargylation, and Cr-mediated allylation.

摘要

[反应：见正文] 已开发出一种新的催化循环，用于实现铬介导的偶联反应的所有三个子类型，即：（1）镍/铬介导的烯基化、炔基化和芳基化；（2）钴/铬介导的2-卤代烯丙基化、烷基化和炔丙基化；以及（3）铬介导的烯丙基化。在手性磺酰胺配体存在下，对于某些镍/铬介导的烯基化、钴/铬介导的2-卤代烯丙基化和炔丙基化以及铬介导的烯丙基化反应，可以实现良好的不对称诱导。