132019-87-5Relevant academic research and scientific papers
Synthesis of helically chiral molecules: Stereoselective total synthesis of the perylenequinones phleichrome and calphostin A
Coleman, Robert S.,Grant, Eugene B.
, p. 10889 - 10904 (2007/10/03)
The total syntheses of the perylenequinone natural products phleichrome and calphostin A are detailed. The syntheses were based on (1) the de novo construction of regiospecifically oxygenated and selectively protected naphthalene subunits, (2) the enantio
An Efficient Synthesis of the Naphthalene Subunits of the Protein Kinase C Inhibitor Calphostin C
Coleman, Robert S.,Grant, Eugene B.
, p. 1357 - 1359 (2007/10/02)
An efficient synthesis of bromonaphthalenes 5b-c, which represent suitably functionalized precursors to the perylenequinone ring system characteristic of the protein kinase C inhibitor calphostin C (1), is described and was based on the Diels-Alder reaction of o-quinol acetate 7 with 1,1,3-trioxygenated butadienes 6a-c, followed by selective, acid-promoted elimination of R3SiOH and AcOH to directly afford naphthalenes 11a-c.
