Title of article
Indium-mediated Barbier-type allylation of aldehydes as a convenient method for the highly enantioselective synthesis of homoallylic alcohols
Author/Authors
Hirayama، نويسنده , , Lacie C. and Gamsey، نويسنده , , Soya and Knueppel، نويسنده , , Daniel and Steiner، نويسنده , , Derek and DeLaTorre، نويسنده , , Kelly and Singaram، نويسنده , , Bakthan، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
2315
To page
2318
Abstract
We report a general method for the indium-mediated Barbier-type enantioselective allylation of both aromatic and aliphatic aldehydes using commercially available (1S,2R)-(+)-2-amino-1,2-diphenylethanol as a chiral auxiliary. Using only two equivalents of allyl bromide, excellent yields and very good to excellent enantioselectivities are obtained. To our knowledge, the enantioselectivities reported herein are the highest obtained for indium-promoted allylations of carbonyl compounds.
Keywords
amino alcohol , Indium , Homoallylic alcohol , asymmetric , allylation
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1845246
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