925453-62-9Relevant academic research and scientific papers
A general access to zaragozic acids: Total synthesis and structure elucidation of zaragozic acidD and formal syntheses of zaragozic acidsA and C
Wang, Yuzhou,Metz, Peter
, p. 3335 - 3337 (2011/05/02)
One for all: The 2,8-dioxabicyclo[3.2.1]octane derivative 1 served as a general building block for the bioactive title compounds (see scheme; Bz=benzoyl, Bn=benzyl). Two chemoselective alkynylations and two ruthenium-catalyzed hydrogenations had key roles in the first total synthesis of zaragozic acidD, a potent ras-farnesyl protein transferase inhibitor. Copyright
Total syntheses of zaragozic acids A and C by a carbonyl ylide cycloaddition strategy
Hirata, Yuuki,Nakamura, Seiichi,Watanabe, Nobuhide,Kataoka, Osamu,Kurosaki, Takahiro,Anada, Masahiro,Kitagaki, Shinji,Shiro, Motoo,Hashimoto, Shunichi
, p. 8898 - 8925 (2007/10/03)
A carbonyl ylide cycloaddition approach to the squalene synthase inhibitors zaragozic acids A and C is described. The carbonyl ylide precursor 8 was synthesized starting from di-tert-butyl D-tartrate (47) via an eleven-step sequence involving the regiosel
Total Synthesis of the Squalene Synthase Inhibitor Zaragozic Acid C by a Carbonyl Ylide Cycloaddition Strategy
Nakamura, Seiichi,Hirata, Yuuki,Kurosaki, Takahiro,Anada, Masahiro,Kataoka, Osamu,Kitagaki, Shinji,Hashimoto, Shunichi
, p. 5351 - 5355 (2007/10/03)
Ketal isomers avoided. The unique 2,8-dioxabicyclo[3.2.1 ]octane core of zaragozic acid C (1) was constructed in a Rh-catalyzed 1,3-dipolar cycloaddition of an alkyne to an ester carbonyl ylide. Another feature of this improved synthesis is the constructi
