A New Protocol for the Diastereoselective Formation of Lactones from either Achiral or Chiral Vinylogous Urethanes

Journal of Organic Chemistry

Volumn 52, Issue 4, 1987, Pages 708-710

  Schlessinger, Richard ^a   Tata, James R ^a   Springer, James P ^b  

^a UNIVERSITY OF ROCHESTER   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0343122068     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00380a050     Document Type: Letter

References (9)

1. Schlessinger, R. H.; Poss, M. A.; Richardson, S. J. Am. Chem. Soc. 1986, 108, 3112 and references cited therein.
2. Evans, D. A.; Ennis, M. D.; Le, T. J. Am. Chem. Soc. 1984, 106, 1154.
3. (a) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25 6015. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 4643. (c) Nakata, T.; Nagao, S.; Oishi, T. Tetrahedron Lett. 1985, 26, 6465.
4. Schlessinger, R. H.; Poss, M. A. J. Am. Chem. Soc. 1982, 104, 357.
5. Adams, A. D.; Schlessinger, R. H.; Tata, J. R.; Venit, J. J., J. Org. Chem. 1986, 51, 3068.
6. Wooten, J. B.; Houminer, Y. J. Org. Chem. 1982, 47, 5102. The
7. Schlessinger, R. H.; Iwanowicz, E. J.; Springer, J. P. J. Org. Chem. 1986, 51, 3070.
8. Meyers, A. L.; Yamamoto, Y. Tetrahedron 1984, 40, 2309. The ester 19 reported in this paper is the 2S,3S isomer.
9. Mosher, H. S.; Dale, J. A.; Dull, D. L. J. Org. Chem. 1969, 34, 2543.