375388-60-6Relevant academic research and scientific papers
Highly diastereoselective intramolecular Diels-Alder reaction of chiral silatrienes
Coelho, Paulo J.,Blanco, Luis
, p. 2451 - 2456 (2007/10/03)
New Si-chiral 2-silahexa-3,5-dienyl acrylates were prepared in six steps from dichloro(chloromethyl)methylsilane. The EtAlCl2 catalysed intramolecular Diels-Alder reaction of these compounds gave chiral 4-sila-4a,7,8,8a-tetrahydroisochroman-1-ones in good yield. Very good diastereoselectivity was observed for a silatriene bearing a methyl and a 2-methoxyphenyl substituent on the chiral silicon atom.
Diastereoselective synthesis of 4-sila-3,4,4a,5-tetrahydro-2H-isoquinolin-1-ones through intramolecular Diels-Alder reaction of chiral silatrienes
Coelho,Blanco
, p. 1455 - 1457 (2007/10/03)
New Si-chiral N-2-silabut-3-enylpyran-2-one-6carboxamides were prepared in four steps from dichloro(chloro-methyl)methylsilane. The thermal inverse electron demand intra-molecular Diels-Alder reaction of these compounds gave 4-sila3,4,4a,5-tetrahydro-2H-isoquinolin-1-ones. Moderate diastereoselectivity was observed for a silatriene bearing a methyl and a cyclohexyl substituent on the chiral silicon atom. The intermediate tricyclic adduct of this reaction was also isolated.
