Title of article
Total synthesis of (±)-dihydroactinidiolide using selenium-stabilized carbenium ion
Author/Authors
Dabdoub، نويسنده , , Miguel J. and Silveira، نويسنده , , Claudio C. and Lenardمo، نويسنده , , Eder J. and Guerrero Jr.، نويسنده , , Palimécio G. and Viana، نويسنده , , Luiz H. and Kawasoko، نويسنده , , Cristiane Y. and Baroni، نويسنده , , Adriano C.M Baroni، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
3
From page
5569
To page
5571
Abstract
A new, short total synthesis of dihydroactinidiolide 1 is described using selenium carbenium ion-promoted carbon–carbon bond formation as the key step. Our synthetic strategy starts with a lactonization reaction between 1,3,3-trimethylcyclohexene 13 and α-chloro-α-phenylseleno ethyl acetate 14, affording the key intermediate, α-phenylseleno-γ-butyro lactone 15, which reacted via a selenoxide elimination to the target compound 1.
Keywords
Dihydroactinidiolide , Selenium carbenium ions , organoselenium compounds
Journal title
Tetrahedron Letters
Serial Year
2009
Journal title
Tetrahedron Letters
Record number
1865979
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