Title of article
Diastereoselective reaction of 1-(arylsulfinyl)-2-naphthaldehydes
Author/Authors
Nakamura، نويسنده , , Shuichi and Yasuda، نويسنده , , Hiroki and Watanabe، نويسنده , , Yoshihiko and Toru، نويسنده , , Takeshi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
4
From page
4157
To page
4160
Abstract
Reactions of various 1-sulfinyl-2-naphthaldehydes with Grignard reagents were examined. The naphthaldehyde having the 2,4,6-triisopropylphenylsulfinyl group gave the product with high stereoselectivity, possibly derived from the predominant rotamer around the C–S axis. The reaction of the chiral sulfinylnaphthaldehyde with PhMgBr and subsequent elimination of the sulfinyl group gave the enantiomerically pure 2-naphthyl carbinol.
Keywords
Atropisomerism , sulfoxides , Grignard reactions , Asymmetric reaction
Journal title
Tetrahedron Letters
Serial Year
2000
Journal title
Tetrahedron Letters
Record number
1637785
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