Yohimbic Acid Lactone. Conversion of Yohimbine to β-Yohimbine

Diassi, Patrick A.; Dylion, Christiane M.

doi:10.1021/ja01547a070

Cited by 9 publications

(4 citation statements)

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“…Conceptually,¯-lactones can be prepared by activation of either the hydroxyl or carboxyl groups of monoesters Scheme 7. Reagents and conditions: (a) D1AD, TPP, THF, room temperature, 3 h. [16][17][18][19][20][21][22]. Among the different methods of lactonization of¯-hydroxyacids described in the literature, we chosen the Mitsunobu reaction [23,24].…”

Section: Resultsmentioning

confidence: 99%

“…After the puri cation, the lactone (19) was obtained with 73% yield (518 mg). (20). The experiment was realized with the monoester (13b) (364 mg, 1.5 mmol), PPh 3 (391 mg) in THF (10 ml) and DIAD (293 ¹l) in THF (2 ml).…”

Section: General Procedurementioning

confidence: 99%

“…The experiment was realized with the monoester (13b) (364 mg, 1.5 mmol), PPh 3 (391 mg) in THF (10 ml) and DIAD (293 ¹l) in THF (2 ml). After the puri cation, the lactone (20) was obtained with 56% yield (190 mg). …”

Section: General Procedurementioning

confidence: 99%

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Synthesis of new α, α′, β-trisubstituted β-lactones as monomers for hydrolyzable polyesters

Barbaud¹,

Abdillah²,

Faÿ³

et al. 2003

Designed Monomers and Polymers

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Abstract-Novel ®,® 0 ,¯-trisubstituted¯-lactones have been prepared by a concise and ef cient synthesis in ve steps from commercial racemic diethyl oxalpropionate. These lactones with different lateral groups can be polymerized or co-polymerized for obtaining polyesters with high molecular weight. Chemical modi cation of these functionalized hydrolyzable polymers will be used to adjust their properties to the selected temporary applications.

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Section: Resultsmentioning

confidence: 99%

Section: General Procedurementioning

confidence: 99%

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Synthesis of new α, α′, β-trisubstituted β-lactones as monomers for hydrolyzable polyesters

Barbaud¹,

Abdillah²,

Faÿ³

et al. 2003

Designed Monomers and Polymers

View full text Add to dashboard Cite

show abstract

“…On standing, the iodine color was regenerated. In a similar experiment buffered to pH 7 with phosphate, iodine was not regenerated. Vinyl ethyl ether, vinyl butyl ether, and dioxadiene gave iodine/ether ratios of 0.478, 0.381, and 1.58, respectively.…”

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confidence: 99%