A mild and general method for the synthesis of 5-substituted and 5,5-disubstituted fulleroprolines

被引:10
|
作者
Thayumanavan, Rajeswari
Hawkins, Bill C.
Keller, Paul A.
Pyne, Stephen G. [1 ]
Ball, Graham E.
机构
[1] Univ Wollongong, Sch Chem, Wollongong, NSW 2522, Australia
[2] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia
关键词
D O I
10.1021/ol8002157
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reductive ring-opening of fullerenyldihydropyrrole yields ethyl N-benzhydryl fullerenyl[60]glycinate, which is deprotected to give ethyl fullerenylglycinate. The free amine is able to react with a variety of aldehydes and ketones in a Mannich-type process to produce 5-substituted and 5,5-disubstituted fulleroprolines and represents a versatile and general strategy to this class of compounds.
引用
收藏
页码:1315 / 1317
页数:3
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