Short enantioselective approach to substituted triazolopyridazines from [(S)R]-1-(1E,3E)-1-p-tolylsulfinyl-1,3-pentadiene

被引:16
作者
Carreño, MC [1 ]
Cid, MB
Ruano, JLG
Santos, M
机构
[1] Univ Autonoma, Dept Quim Organ CI, Madrid 28049, Spain
[2] Univ Valladolid, Dept Quim Organ, ETSIL, Valladolid 47011, Spain
关键词
D O I
10.1016/S0040-4039(97)10776-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiomerically pure hydroxy substituted triazolopyridazine 5a was obtained in one pot under mild conditions by reaction of (+)-(R)-(1E,3E)-1-(p-tolylsulfinyl)-1,3-pentadiene and 4-methyl-1,2,4-triazoline-3,5-dione in the presence of P(OMe)(3). The process involved a tandem Diels-Alder cycloaddition/sulfoxide-sulfenate rearrangement and trapping of the intermediate sulfenate. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1405 / 1408
页数:4
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