Convenient synthesis of chlorohydrins from epoxides using zinc oxide: Application to 5,6-epoxysitosterol
β Scribed by Firouz Matloubi Moghaddam; Hamdollah Saeidian; Zohreh Mirjafary; Marjan Jebeli Javan; Mehdi Moridi Farimani; Marjan Seirafi
- Book ID
- 102232931
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 138 KB
- Volume
- 20
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.20529
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β¦ Synopsis
Abstract
Efficient synthesis of protected and unprotected chlorohydrins has been achieved by ring opening of epoxides with acetyl/benzoyl chloride and TMSCl using a catalytic amount of ZnO as a reusable catalyst. The applicability of ZnO is further extended by performing the cleavage of the natural product 5,6βepoxysitosterol with acetyl chloride. Β© 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:157β163, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20529
π SIMILAR VOLUMES
Sulfonylmethylation of IO-oxatricyclodecadienone 6 leads to sulfone 4 which forms the key intermediate in the synthesis of 5-alkoxymethylcyclopentadienons epoxides 5. Acid catalyzed hydrolysis of 5 followed by acylation affords epi-pentenomycin derivatives 15 Tricyclo[5.2.1.02"]decadienones 1 have g