608528-09-2Relevant articles and documents
Reactivity and selectivity in hydrovinylation of strained alkenes
Liu, Wang,Rajanbabu
experimental part, p. 7636 - 7643 (2010/12/29)
The scope of Ni(II)-catalyzed hydrovinylation has been extended to strained alkenes such as heterobicyclic [2.2.1]heptanes and cylobutenes. Reactions involving the heterobicyclic compounds are rare examples for this class of compounds where the metal-catalyzed C-C bond-forming reactions proceed without a concomitant ring-opening process. While the enantioselectivity in these systems remains modest, hydrovinylation of endo-5,6 - bis-benzyloxymethylbicyclo[2.2.1] hept-2-ene gives excellent yield (>90%) of the product with one of the highest enantioselectivities (95-99% ee) reported for a C-C bond-forming reaction of norbornenes.
Total synthesis of merrilactone A
Inoue, Masayuki,Sato, Takaaki,Hirama, Masahiro
, p. 10772 - 10773 (2007/10/03)
Merrilactone A (1) has been shown to possess neurotrophic activity and thus is expected to hold therapeutic potential in the treatment of neurodegeneration diseases. In this paper, we report the total synthesis of (±)-1, employing, as key steps, a novel desymmetrization protocol of meso-diketone to construct the core cis-bicyclo[3.3.0]octyl system of 1 (3 → 2) and a radical cyclization to install the highly congested C9-quaternary carbon (16 → 17). Copyright
