um/carbon (5 mg) was stirred under an atmosphere of hydrogen overnight. After the catalyst was filtered off, the desired product was purified on a flash column (3% methanol/methylene chloride) and obtained as a solid: IR 3454 cm'1 23(bd, O-H), 3318 (m, N-H), 1735 (s, ester C=0); MS (Cl) mje 639 (( + 29)+, 10), 611 (( + 1)+, 100), 593 ((M + 1)+ -H20, 95); NMR (300 MHz) b 10.
Acknowledgment. We thank the National Institutes of Health for financial support of this research (GM3972902). We also thank Professor Dale L. Boger for stimulating discussions and sharing of the results from his laboratory.Supplementary Material Available: NMR spectra of 2c,d 4d, 5c, 6, isomers of 8, 10a,b, isomers of 10a, lid, and 13-15 (13 pages). Ordering information is given on any current masthead
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