506417-47-6Relevant articles and documents
Stereoselective Synthesis of (10 S,12 S)-10-Hydroxy-12-methyl-1-oxacyclododecane-2,5-dione via Prins Cyclization
Yadav,Thrimurtulu,Venkatesh,Rao, K. V. Raghavendra,Prasad,Reddy, B. V. Subba
experimental part, p. 73 - 78 (2010/04/26)
The total synthesis of (10S,12S)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione is described proving the versatility of the Prins cyclization in natural products synthesis. The approach is convergent and highly stereoselective. Prins cyclization, ester
The first synthesis of a 12-membered macrolide natural product via a RCM protocol: determination of absolute stereochemistry
Krishna, Palakodety Radha,Srinivas, Ravula
, p. 1153 - 1160 (2008/09/19)
The first synthesis of (10S,12R)-10-hydroxy-12-methyl-1-oxacyclododecane-2,5-dione and its C12 epimer is reported, thereby assigning the absolute stereochemistry of the natural product. The strategy utilizes a syn selective reduction, Yamaguchi esterification, and ring-closing metathesis as the key steps.
Relative rate profile for ring-closing metathesis of a series of 1-substituted 1,7-octadienes as promoted by a 4,5-dihydroimidazol-2-ylidene-coordinated ruthenium catalyst
Guo, Xin,Basu, Kallol,Cabral, Jose A.,Paquette, Leo A.
, p. 789 - 792 (2007/10/03)
(Matrix presented) This report details the kinetic responses of nine compounds of type 6 to ring-closing metathesis as promoted by 2 to give the identical product 7. The experimental observations have been subjected to Hammett analysis. The ρ value for the composite aromatic derivatives (R = p-XC6H4-) differs from that of the aliphatic series, although both are negative because electron-donating groups accelerate the reaction.
