Approach to the synthesis of Cladiell-11-ene-3,6,7-triol
by Hutchison, John Michael; Lindsay, Harriet Arlene; Dormi, Silvana Susana; Jones, Gavin David; Vicic, David A.; McIntosh, Matt C.
The synthesis of an advanced intermediate in the synthesis of the title compound has been achieved. Key steps include an Ireland - Claisen rearrangement to install the C7 tertiary alcohol stereocenter, an S(N)2' reaction of an alkoxymethyl Cu reagent, and a diastereoselective Re-catalyzed allylic alcohol transposition.
- Journal
- Organic Letters
- Volume
- 8
- Issue
- 17
- Year
- 2006
- Start Page
- 3663
- ISBN/ISSN
- 1523-7052; 1523-7060
- DOI
- 10.1021/ol061072j