The presence of a stereocenter close to the double bond of an allylsilane has an influence on the stereochemistry of the reaction with electrophiles. The stereoselectivity follows the rule of electrophilic attack on a trigonal carbon adjacent to a stereogenic center proposed by Houk. From chiral allylsilanes and achiral aldehydes it is possible to prepare homo allyl alcohols with three stereocenters with a good stereoselectivity.
Nativi, C., Palio, G., Taddei, M. (1991). Acyclic Stereoselection In the Reaction of Chiral Allylsilanes With Electrophiles. TETRAHEDRON LETTERS, 32(12), 1583-1586 [10.1016/S0040-4039(00)74278-X].
Acyclic Stereoselection In the Reaction of Chiral Allylsilanes With Electrophiles
Taddei, Maurizio
1991-01-01
Abstract
The presence of a stereocenter close to the double bond of an allylsilane has an influence on the stereochemistry of the reaction with electrophiles. The stereoselectivity follows the rule of electrophilic attack on a trigonal carbon adjacent to a stereogenic center proposed by Houk. From chiral allylsilanes and achiral aldehydes it is possible to prepare homo allyl alcohols with three stereocenters with a good stereoselectivity.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
https://hdl.handle.net/11365/30957
Attenzione
Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo