Title of article
Synthesis of homopropargyl alcohols via insertion of allenyl carbenoids into acyclic organozirconium bonds
Author/Authors
Stec، نويسنده , , Jozef and Henderson، نويسنده , , Alan R. and Whitby، نويسنده , , Richard J.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
1112
To page
1115
Abstract
Insertion of allenyl carbenoids (3-tosyloxy-1-lithioalk-1-ynes) into organozirconium complexes gave allenyl-zirconocenes via a 1,2-zirconate rearrangement. Trapping of the allenyl-zirconium species with aldehydes and ketones gave, after hydrolysis, a series of homopropargyl alcohols. Enantioenriched products were prepared by insertion of the lithium carbenoid derived from (S)-but-3-yn-2-yl 4-toluenesulfonate into alkyl- and alkenyl-chlorozirconocenes.
Keywords
homopropargyl alcohol , Metallate rearrangement , Organozirconium chemistry , asymmetric synthesis , carbenoids
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1880200
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