|
|||||
|
|
Convergent synthesis of cis-α,β-epoxy-carboxylic acids from 1-halo-2-trimethylsilyloxy-3-aza-4-phenyl-1,3-butadiene |
|
| Authors: | Mauro Panunzio Alessandro Bongini Emiliano Tamanini |
| Institution: | a ISOF-CNR Dipartimento Chimico ‘G. Ciamician’, University of Bologna, Via Selmi 2, I-40126 Bologna, Italy b Dipartimento Chimico ‘G. Ciamician’, University of Bologna, Via Selmi 2, I-40126 Bologna, Italy c ISOF-CNR, Via Gobetti 101, I-40129 Bologna, Italy |
| Abstract: | Reaction of a wide variety of aldehydes with the easily prepared 2-azadienes, in the presence of BF3 etherate, furnishes the corresponding hetero Diels-Alder adducts which have been converted, mainly, to cis epoxides via N-Boc protection followed by one-pot two-step ring opening and nucleophilic displacement of the halogen atom, resulting in final formation of an oxirane ring. |
| Keywords: | Hetero Diels-Alder Azadiene Epoxy-acids |
| 本文献已被 ScienceDirect 等数据库收录！ | |