Synthesis of Spirocyclic Compounds by a Ring-Expansion/Cationic Cyclization Cascade Reaction of Chlorosulfate Derivatives

被引:8
|
作者
Cala, Lara [1 ]
Rubio-Presa, Ruben [1 ]
Garcia-Pedrero, Olaya [1 ]
Fananas, Francisco J. [1 ]
Rodriguez, Felix [1 ]
机构
[1] Univ Oviedo, Inst Univ Quim Organometal Enrique Moles, E-33006 Oviedo, Spain
关键词
ODORANT; ALKYNES;
D O I
10.1021/acs.orglett.0c01101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel cascade reaction to prepare spirocarbocyclic compounds from chlorosulfate derivatives has been developed. The process involves an unusual thermal elimination of the chlorosulfate moiety, a ring-expansion reaction, and a subsequent cationic cyclization reaction. Despite the relatively complex skeletal rearrangement, the reaction described here is featured by its operational simplicity, being just a thermal process that does not require additional reagents, catalysts, or additives.
引用
收藏
页码:3846 / 3849
页数:4
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