3733-18-4Relevant articles and documents
Application of the Nickel-Mediated Neopentyl Coupling in the Total Synthesis of the Marine Natural Product Arenarol
Watson, Anthony T.,Park, Kwangyong,Wiemer, David F.,Scott, William J.
, p. 5102 - 5106 (1995)
Racemic arenarol (1) has been synthesized from the known decalin 5β-carbethoxy-1,1-(1,2-ethylenedioxy)-5α,8aβ-dimethyl-1,2,3,5,6,7,8,8a-octahydro-6-oxonaphthalene (9) via a short, efficient, and highly stereocontrolled sequence.Key steps in this synthesis are the directed hydrogenation of an unsaturated neopentyl alcohol to provide stereocontrolled formation of the two adjacent tetriary centers and subsequent elaboration of the arenarol skeleton via a nickel-mediated coupling of the corresponding neopentyl iodide.This sequence demonstrates the value of nickel-mediated crosscoupling reactions for carbon-carbon bond formation at neopentyl centers.
Stereoselective synthesis of the ABC ring system of norzoanthamine
Ghosh, Subhash,Rivas, Fatima,Fischer, Derek,Gonzalez, Miguel A.,Theodorakis, Emmanuel A.
, p. 941 - 944 (2007/10/03)
(Equation presented) An efficient synthesis of enone 4, representing the ABC ring motif of norzoanthamine, is presented. The crucial C22 quaternary center was introduced via a stereoselective methylation of enone 8. The trans-anti-trans relative configura
FACILE SYNTHESIS OF ALKYL 5-ALKOXY-3-OXOPENTANOATES
Sanchez, Ignacio H.,Larraza, Maria Isabel,Brena, Francisco Kuri,Cruz, Adrian,Sotelo, Octavio,Flores, Humberto J.
, p. 299 - 308 (2007/10/02)
A facile synthesis of several alkyl 5-alkoxy-3-oxopentanoates, based on the reductive elimination of triphenylphosphine from the readily available alkyl 5-alkoxy-3-oxo-2-(triphenylphosphoranylidene) pentanoates, is described.
