Asymmetry by electrophilic rearrangement of symmetric 2-pyridone photodimers

被引：10
|
作者：
Lim, YH
Li, TD
Chen, PL
Schreiber, P
Kuznetsova, L
Carroll, PJ
Lauher, JW
Sieburth, SM [1 ]
机构：
[1] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
[2] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA
[3] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
来源：
ORGANIC LETTERS | 2005年 / 7卷 / 24期
关键词：
D O I：
10.1021/ol052071e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Halogenation of achiral trans-2-pyridone photodimers results in 1,3-migration of an amide nitrogen and formation of a chiral structure with six stereogenic centers and well-differentiated functionality. The reactivity of this product toward nucleophiles, including the allylic halide, is dominated by participation by the amide nitrogen.
引用
收藏
页码：5413 / 5415
页数：3
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