960607-56-1Relevant academic research and scientific papers
Enantioselective synthesis of an analogue of nanaomycin A
Brimble, Margaret A.,Bachu, Prabhakar,Sperry, Jonathan
, p. 2887 - 2893 (2007)
The enantioselective synthesis of (1R,3R)-deoxynanaomycin A (4) is reported. The key step involves introduction of the Stereocenter in (S)-homoallylic alcohol 10a using an asymmetric allylation of aldehyde 9. Lithium-halogen exchange of bromo acetate 11 triggered rapid intramolecular cyclization furnishing lactol 12 that underwent silane-mediated reduction providing (1R,3S)-naphthopyran 13. Dihydroxylation and oxidative cleavage gave aldehyde 15 that underwent two successive oxidations delivering (1R,3R)-deoxynanaomycin A (4) in high enantiopurity and an overall 7% yield over 12 steps from 1-naphthol (5). Georg Thieme Verlag Stuttgart.
Palladium catalyzed intramolecular cascade type cyclizations: Interesting Approach towards naphthoquinone derivatives having an O-containing heterocyclic skeleton
Nandi, Sukla,Singha, Raju,Ray, Jayanta K.
, p. 669 - 675 (2015)
Important naphthoquinones fused with an O-containing six-, seven- and eight-membered ring along with one tetracyclic compound, which are normally difficult to construct, have been synthesized using intramolecular Heck reaction where 6-exo trig, 7-endo trig and 8-endo trig cyclizations take place, respectively.
Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
Bachu, Prabhakar,Sperry, Jonathan,Brimble, Margaret A.
, p. 4827 - 4834 (2008/09/21)
The asymmetric synthesis of (-)-9-demethoxyeleutherin 6, (+)-9-demethoxyeleutherin 7 and (+)-7,9-deoxythysanone 8 has been achieved using a microwave assisted kinetic resolution of racemic alcohol 11 with Novozyme 435 as the key step.
The synthesis of radermachol
Joshi,Jiang,Rho,Pelletier
, p. 8220 - 8232 (2007/10/02)
Five different approaches to the preparation of 6,7-benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,5-dioxosuberane (3), an intermediate needed for the synthesis of radermachol (1), the red pigment from the roots of Radermachera xylocarpa, are described. The synthesis of radermachol (1) has been accomplished from 1,4-naphthoquinone in 14 steps.
