By H Suschitzky; O Meth-Cohn; Great Britain. The Royal Society of Chemistry
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Extra resources for a review of the literature abstracted between July 1980 and June 1981
1980,15,578. -M. Chen, and S. Lee, J. Org. , 1980,45,2096. J. A. Marshall and J. A. Kerschen. Synth. , 1980,10,409. I. M. Maione, and A. Calcagni, J. Chem. , Perkin Trans. 1, 1980,440. "' Using HC10, in THF, a 6p-OAc group completely blocked cleavage of both the a- and p-epoxides, and a 6a-OAc group retarded ring-opening compared with (130; R' = R2 = H). "~ The mechanism was found to be SN2-like, with all positional isomers that were formed in the AlC1,-catalysed reaction of epoxypropane having almost completely inverted configurations at the epoxide carbon.
E. Garst and A. T. , 1980, 21,4811. ~~ The ratios of (59) : (60) that were obtained were 60 :40 and 70:30, respectively. In the case of addition of diazomethane, a methyl ketone was formed together with the epoxides. 65In the case of addition to salicylaldehyde, subsequent intramolecular cyclization gave benzofuran (63). In this respect, the addition might be considered to be more nearly analogous to the Wittig reaction. Triphenylarsonium ethylide (64) reacts with octanal to yield a sample of (65) (80%)of which 99% is the trans-isomer.
Hayashi, and K. , 1980,21,2733. Boger and S. J. Panek, J. Org. , 1981,46,1208. S. Julia, J. Masana, and J. C. Vega, Angew. , Int. Ed. , 1980,929. 13 Three-Membered Ring Systems involves a three-phase system of toluene, water, and the synthetic enzyme poly-(S)-alanine, and it has great promise in that, for the first time, a readily accessible polypeptide has been used to provide epoxide in high optical yield with relatively short reaction time and with only a small amount of the enzyme catalyst needed.