90611-60-2Relevant articles and documents
Efficient formal synthesis of (±)-hyphodermin B
Henderson, Luke C.,Loughlin, Wendy A.,Jenkins, Ian D.,Healy, Peter C.,Campitelli, Marc R.
, p. 2384 - 2388 (2006)
An efficient formal synthesis of hyphodermin B 1, a metabolite of Hyphoderma radula, has been completed in 15% overall yield. The tricyclic carbon skeleton 3 was rapidly assembled from a novel vinyl enone via a Diels-Alder reaction, followed by dehydrogen
Lewis Acid Catalyzed Enantioselective Photochemical Rearrangements on the Singlet Potential Energy Surface
Leverenz, Malte,Merten, Christian,Dreuw, Andreas,Bach, Thorsten
, p. 20053 - 20057 (2019/12/30)
The oxadi-methane rearrangement of 2,4-cyclohexadienones to bicyclic ketones was found to proceed with high enantioselectivity (92-97% ee) in the presence of catalytic amounts of a chiral Lewis acid (15 examples, 52-80% yield). A notable feature of the transformation is the fact that it proceeds on the singlet hypersurface and that no triplet intermediates are involved. Rapid racemic background reactions were therefore avoided, and the catalyst loading could be kept low (10 mol %). Computational studies suggest that the enantioselectivity is determined within a Lewis acid bound singlet intermediate via a conical intersection. The utility of the method was demonstrated by a concise synthesis of the natural product trans-chrysanthemic acid.
SPIRO COMPOUNDS AND PHARMACEUTICAL USE THEREOF
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Page/Page column 44; 45, (2009/07/17)
The Spiro compound represented by the following general formula [Ia], its pharmaceutically acceptable salt or a solvate thereof
