References
- Harding , K. E. , Trotter , J. W. and May , L. 1972 . Synthetic Commun. , 2 : 231
- Paukstelis , J. V. and Kao , J. 1972 . J. Amer. Chem. Soc. , 94 : 4783
- Paukstelis , J. V. and Kao , J. unpublished results. Private communication from Prof. J. V. Paukstelis
- The infrared spectrum of this diol was identical with the spectrum of authentic material prepared in another manner by Paukstelis and Kao.2,3
- All melting points were determined using an open capillary
- The original assignment of cis stereochemistry to the diols obtained by direct hydride reduction of ketoacetates 6 and 8 was based only on indirect evidence. We have now shown that the infrared spectra of both the cis and the trans hydroxyacetate obtained by reduction of ketoacetate 8 exhibit hydrogen-bonding O-H absorption. The work of Paukstelis2,3 has established unequivocally that the diols obtained by direct reduction of ketoacetates 6 and 8 are trans-diols and that the diols described in this paper are cis-diols