Title of article
Reversal of enantioselectivity on protonation of enol(ate)s derived from 2-methyl-1-tetralone using C2-symmetric sulfonamides
Author/Authors
Boyd، نويسنده , , Ewan and Coumbarides، نويسنده , , Gregory S. and Eames، نويسنده , , Jason and Hay، نويسنده , , Alastair and Jones، نويسنده , , Ray V.H. and Stenson، نويسنده , , Rachel A. and Suggate، نويسنده , , Michael J.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
9465
To page
9468
Abstract
The synthesis of enantiomerically enriched (R)-2-methyl-1-tetralone 1 (64% e.e.) was achieved through protonation of its lithium enolate 3 using a C2-symmetrical bis-sulfonamide 5d as an internal proton source. Access to the complementary (S)-enantiomer 1 (45% e.e.) can be achieved using an external quench strategy involving acetic acid as the external proton source.
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1844227
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