References
- Greene , T. W. and Wuts , P. G. M. 1991 . Protective Groups in Organic Synthesis, , 2nd Ed. , 104 New York : Wiley .
- Kang , S-K. , Lee , D-H. , Kim , Y-S. and Kang , S-C. 1992 . Synth. Commun. , 22 : 1109
- Kang , S-K. , Park , Y-W. , Kim , S-G. and Jeon , J-H. 1992 . J. Chem. Soc. Perkin Trans. I , : 405
- Kang , S-K. , Park , Y-W. , Lee , D-H. , Sim , H-S. and Jeon , J-H. 1992 . Tetrahedron: Asymmetry , 3 : 705
- Kang , S-K. , Kim , S-G. and Lee , J-S. 1992 . Tetrahedron: Asymmetry , 3 : 1139
- Kang , S-K. , Kim , S-G. and Cho , D-G. 1992 . Tetrahedron: Asymmetry , 3 : 1509
- Kang , S-K. , Kim , S-G. , Cho , D-G. and Jeon , J-H. 1993 . Synth. Commun. , 23 : 681
- Kang , S-K. , Lee , D-H. , Sim , H-S. and Lim , J-S. 1993 . Tetrahedron Lett. , 34 : 91
- Kang , S-K. , Kim , S-G. , Park , D-C. , Lee , J-S. and Yoo , W-J. 1993 . J. Chem. Soc. Perkin Trans. I , : 9
- The 1,2,3-triol 1 was prepared from (2S, 3S)-2,3-o-isopropylidenedioxy-1,4-butanediol monobenzyl ether by deprotection (Dowex 50Wx8 resin, MeOH, r.t., 81%).
- Burk , R. M. and Roof , M. B. 1993 . Tetrahedron Lett. , 34 : 395
- The structure of 7 was confirmed by comparison with the authentic sample prepared from (S)-1,2,4-butanetriol by (1) protection of diol (acetone, p-TsOH, r.t., 81%), (2) benzylation (NaH, PhCH2Br, DMF, 88%), (3) deprotection (Dowex 50Wx8 resin, MeOH, r.t., 93%), (4) protection of diol (carbonyldiimidazole, CH2Cl2, r.t., 86%) and (5) debenzylation (H2, Pd/C, EtOAc, r.t., 57%).
- The structure of 9 was also confirmed by comparison with the authentic compound prepared from triol 4 by monobenzylation (NaH, PhCH2Br, DMF, 89%), deprotection (HOAc, THF, 82%), protection of diol (carbonyldiimidazole, CH2Cl2, r.t., 76%) followed by debenzylation (H2, Pd/C, EtOAc, r.t., 92%). For the preparation of the triol 4 from (-)-2-deoxy-D-ribose, see, Kang, S-K.; Lee, D-H.; Lee, J-M.Synlett1990, 591.