Photochemistry of aliphatic imides. Synthesis of azetidine-2,4-diones via photochemical isomerization of succinimides and N-formyl-N-methyl .alpha.,.beta.-unsaturated amides
Synthesis of bornene-2,2′-diamino-1,1′-binaphthalene conjugates in palladium-catalysed aminocarbonylations
作者:Gábor Mikle、Borbála Boros、László Kollár
DOI:10.1016/j.tetasy.2016.03.010
日期:2016.6
Palladium-catalysed aminocarbonylation of a terpenoic iodoalkene (2-iodo-bornene) model compound with both enantiomerically pure and racemic 2,2'-diamino-1,1'-binaphthalene (BINAM) as the N-nucleophile was carried out. All of the diastereoisomers of the monocarboxamide (N-bornenyl carboxamide) and dicarboxamide (N,N'-dinorbomenylcarboxamide) derivatives were synthesised. The diastereoselectivities of the aminocarbonylation were investigated in both cases: either racemic BINAM was used as the N-nucleophile in the aminocarbonylation of enantiomerically pure 2-iodobornene or racemic iodobornene was aminocarbonylated with enantiomerically pure BINAM with moderate diastereoselectivities. In this way, all possible diastereoisomers of binaphthalene-bornene conjugates were synthesised in moderate to high yields by asymmetric (diastereoselective) aminocarbonylation. (C) 2016 Elsevier Ltd. All rights reserved.
Passerini, Gazzetta Chimica Italiana, 1924, vol. 54, p. 534
作者:Passerini
DOI:——
日期:——
Photochemistry of aliphatic imides. Synthesis of azetidine-2,4-diones via photochemical isomerization of succinimides and N-formyl-N-methyl .alpha.,.beta.-unsaturated amides
作者:Kazuhiro Maruyama、Takeshi Ishitoku、Yasuo Kubo
DOI:10.1021/jo00314a006
日期:1981.1
Bredt; Perkin, Journal of the Chemical Society, 1913, vol. 103, p. 2224