Title of article
Chiral vicinal diols as platforms for separable diastereomers in Johnson–Claisen rearrangement: a new short route to (−)-nor-canadensolide, (−)-canadensolide and (−)-sporothriolide
Author/Authors
Fernandes، نويسنده , , Rodney A. and Ingle، نويسنده , , Arun B.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
3
From page
1122
To page
1124
Abstract
The chiral vicinal diols prepared by asymmetric dihydroxylation in high enantioselectivities provide an excellent platform for separable diastereomers in the Johnson–Claisen rearrangement. The separated syn-diastereomers were converted into the advanced γ-(lactone-lactol) intermediates (in six steps, 26–27% overall yields) for the synthesis of (−)-nor-canadensolide, (−)-canadensolide and (−)-sporothriolide.
Keywords
asymmetric synthesis , Johnson–Claisen rearrangement , Nor-canadensolide , Canadensolide , Sporothriolide , Chiral vicinal diols
Journal title
Tetrahedron Letters
Serial Year
2009
Journal title
Tetrahedron Letters
Record number
1862824
Link To Document