Title of article
Diamidophosphites with isomeric carborane fragments: a comparison of catalytic activity in asymmetric Pd-catalyzed allylic substitution reactions
Author/Authors
Lyubimov، نويسنده , , Sergey E. and Davankov، نويسنده , , Vadim A. and Gavrilov، نويسنده , , Konstantin N. and Grishina، نويسنده , , Tatiana B. and Rastorguev، نويسنده , , Eugenie A. and Tyutyunov، نويسنده , , Andrey A. and Verbitskaya، نويسنده , , Tatiana A. and Kalinin، نويسنده , , Valery N. and Hey-Hawkins، نويسنده , , Evamarie، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
3
From page
1682
To page
1684
Abstract
New chiral diamidophosphite ligands containing electron-donating 9-meta-carborane and electron-withdrawing 1-meta-carborane substituents have been synthesized. The ligand 3a with an electron-donating group demonstrated high enantioselectivity in Pd-catalyzed allylic substitution reactions with C-, S- and N-nucleophiles (up to 98% ee). The isomeric diamidophosphite 3b bearing an electron-withdrawing substituent showed in all cases, moderate-to-poor conversion and lower enantioselectivity.
Keywords
PALLADIUM , Carboranyldiamidophosphites , asymmetric allylic alkylation , Electronic effect
Journal title
Tetrahedron Letters
Serial Year
2010
Journal title
Tetrahedron Letters
Record number
1871573
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