Title of article
Highly diastereoselective intramolecular Diels–Alder reaction of chiral silatrienes
Author/Authors
Paulo J Coelho، نويسنده , , Luis Blanco، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
6
From page
2451
To page
2456
Abstract
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.
Keywords
Stereoselectivity , chiral silatrienes , Silicon , intramolecular Diels–Alder reactions , 4-silatetrahydroisochroman-1-ones
Journal title
Tetrahedron
Serial Year
2003
Journal title
Tetrahedron
Record number
1087663
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