The aqueous tungstic acid-catalyzed hydrogen peroxide epoxidation of allyl i c al coho1s affo rds the same major di astereo i somer as the VO( acac) 2/tBu OOH system with quite connarab le stereoselectiviti es . In cont r ast , epoxidatIon of honeallylic al cohol s appears t o be much less stereos e
Epoxidations with 30% hydrogen peroxide catalyzed by tungstic acid in buffered media
β Scribed by Denis Prat; Robert Lett
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 226 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The scope of the tungstic acid catalyzed hydroyen pe roxi de epoxidation of olefinic alcohols is exauined , at room temperature, i n buffered pr ot i c media. Epoxidation occurs with compl ete retention of configuration for bot h cis and tr ans al kenes . Chemoselectivity is dis cussed with respect to the olefinic alcohol structure and olefin substi tuents.
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## Abstract Iron complexes (tpa)Fe(OTf)~2~ (1) and (bpmen)Fe(OTf)~2~ (2) [tpa=trisβ(2βpyridylmethyl)amine; bpmen=__N,Nβ²__βbisβ(2βpyridylmethyl)β__N,Nβ²β__dimethylβ1,2βethylenediamine] were found to catalyze the __in situ__ formation of AcOOH from H~2~O~2~ and AcOH in the course of olefin oxidations.