14017-81-3Relevant articles and documents
Tandem RCM of Dienynes for the Construction of Taxol-Type Carbocyclic Systems
Garcia-Fandino, Rebeca,Codesido, Eva M.,Sobarzo-Sanchez, Eduardo,Castedo, Luis,Granja, Juan R.
, p. 193 - 196 (2007/10/03)
(Matrix presented) Tandem ring-closing metathesis of hydrindanone dienynes allows access to taxosteroids, a new class of compounds that combine the [5.3.1] carbocyclic system of taxanes with rings C and D of the steroid skeleton.
Lithium/Ammonia Reductions of 2-Thiophenecarboxylic Acids
Blenderman, Walter G.,Joullie, Madeleine M.,Preti, George
, p. 3206 - 3213 (2007/10/02)
Lithium/ammonia reductions of 2-thiophenecarboxylic acids (1) in the absence of a proton source afforded mixtures of products.In the presence of methanol acyclic mercapto carboxylic acids (4) were the major products.Ring closure of 4 to the corresponding thiolactones (12) showed the double bonds in 4 to be of cis geometry.Attempts were made to prepare Z olefinic compounds derived from these mercapto carboxylic acids.Lithium 2-thiophenecarboxylate salts (2) afforded good yields of the corresponding 2,5-dihydro-2-thiophenecarboxylic acids (3).The presence of substituents on the ring and the ratio of metal to acid were significant factors in determining the nature of this products.A mechanism is proposed to explain the products observed.