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Journal of Combinatorial Chemistry

Volumn 10, Issue 4, 2008, Pages 504-506

Photoinduced oxygen capture on immobilized dienone systems. First solid-phase synthesis of trioxane scaffolds

(3) La Venia, Agustina a Mata, Ernesto G a Mischne, Mirta P a

a CONICET ^* (Argentina)

Author keywords

[No Author keywords available]

Indexed keywords

1,2,4 TRIOXANE; 1,2,4-TRIOXANE; HETEROCYCLIC COMPOUND; OXYGEN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; PHOTOCHEMISTRY; SYNTHESIS;

HETEROCYCLIC COMPOUNDS; MOLECULAR STRUCTURE; OXYGEN; PHOTOCHEMISTRY;

EID: 49049096123 PISSN: 15204766 EISSN: None Source Type: Journal
DOI: 10.1021/cc800041w Document Type: Article

Times cited : (9)

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- Typical procedure: A solution of p-carboxybenzaldehyde (99.1 mg, 0.66 mmol, 3 equiv, DIC (0.10 mL, 0.66 mmol, 3 equiv, and DMAP (cat, in anhydrous DCM (7 mL) was added to Wang resin (200 mg, 1.1 mmol/g) under nitrogen atmosphere. The mixture was stirred for 18 h at room temperature. After filtration, the resulting resin lb was washed with MeOH (3 x 3 mL, DMF (3 x 3 mL, and DCM (3 x 3 mL) and dried under high vacuum. A solution of β-ionone 2a (0.90 mL, 4.4 mmol, 20 equiv) in anhydrous DME (2 mL) was added to resin 1b (0.22 mmol) under nitrogen atmosphere. Then, LiOH (105.4 mg, 4.4 mmol, 20 equiv, was added with stirring. The mixture was stirred for 18 h under nitrogen atmosphere at room temperature, after which the resin was filtered, washed with AcOH (3 x 3 mL, H2O (2 x 3 mL, MeOH (2 x 3 mL, DMF (3 x 3 mL, MeOH (3 x 3 mL, and DCM 3 x 3 mL, and finally dried in high vacuum. The resin was then resubjected to the same reaction conditions t
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