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- Title
Highly Regioselective C(3) Opening of an Aromatic 2,3-Epoxy Alcohol with Sodium Phenoxides or Thiophenoxides (=Benzenethiolates) Supported by β-Cyclodextrin in Water.
- Authors
Mendu Narender; Majjigapu 4;Somi Reddy; Yadavalli 4;Venkata 4;Durga Nageswar; Kakulapati 4;Rama Rao
- Abstract
A simple and mild procedure was developed for the first time for the C(3)-selective ring opening of an aromatic 2,3-epoxy alcohol, i.e., of trans-3-phenyloxirane-2-methanol (1), with sodium phenoxides or thiophenoxides (=benzenethiolates) 2 supported by β-cyclodextrin in H2O at 50° to afford the corresponding 3-(aryloxy)- or 3-(arylthio)propane1,2-diols 3 in excellent yields (Scheme, Table).
- Subjects
ALCOHOL; SODIUM; BENZENE; CYCLODEXTRINS
- Publication
Helvetica Chimica Acta, 2007, Vol 90, Issue 6, p1107
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.200790109