756893-85-3Relevant academic research and scientific papers
Development of an enantiodivergent strategy for the total synthesis of (+)- and (-)-dragmacidin f from a single enantiomer of quinic acid
Garg, Neil K.,Caspi, Daniel D.,Stoltz, Brian M.
, p. 5970 - 5978 (2007/10/03)
An enantiodivergent strategy for the total chemical synthesis of both (+)- and (-)-dragmacidin F beginning from a single enantiomer of quinic acid has been developed and successfully implemented. Although unique, the synthetic routes to these antipodes share a number of key features, including novel reductive isomerization reactions, Pd(II)-mediated oxidative carbocyclization reactions, halogen-selective Suzuki couplings, and high-yielding late-stage Neber rearrangements.
Heterogeneous reductive isomerization reaction using catalytic Pd/C and H2
Caspi, Daniel D.,Garg, Neil K.,Stoltz, Brian M.
, p. 2513 - 2516 (2007/10/03)
(Chemical Equation Presented) A highly selective catalytic reductive isomerization reaction is described. The extremely mild and neutral reaction conditions (10% Pd/C, H2, and MeOH at 0°C) tolerate a wide range of functional groups and generall
The total synthesis of (+)-dragmacidin F
Garg, Neil K.,Caspi, Daniel D.,Stoltz, Brian M.
, p. 9552 - 9553 (2007/10/03)
The first total synthesis of (+)-dragmacidin F has been accomplished, establishing the absolute configuration of this biologically important, antiviral marine alkaloid. The convergent route described features a palladium-mediated oxidative pyrrole carbocy
