Facile synthetic entry into the 1,3-dihydro-3-methyl-3-phenyl-1,2-benziodoxole family of λ3-iodanes

Tetrahedron Letters

Volumn 37, Issue 36, 1996, Pages 6453-6456

  Rabah, Ghada A ^a   Koser, Gerald F ^a  

^a UNIVERSITY OF AKRON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOIODINE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; TECHNIQUE;

EID: 0030565520     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01436-0     Document Type: Article

References (17)

1. Amey, R.L.; Martin, J.C. J. Org. Chem. 1979, 44, 1779.
2. Zhdankin, V.V.; Kuehl, C.J.; Krasutsky, A.P.; Formaneck, M.S.; Bolz, J.T. Tetrahedron Lett. 1994, 35, 9677.
3. Zhdankin, V.V.; Kuehl, C.J.; Krasutsky, A.P.; Bolz, J.T.; Mismash, B.; Woodward, J.K.; Simonsen, A.J. Tetrahedron Lett., 1995, 36, 7975.
4. Nguyen, T.T.; Amey, R.L.; Martin, J.C. J. Org. Chem. 1982, 47, 1024.
5. Nguyen, T.T.; Wilson, S.R.; Martin, J.C. J. Am. Chem. Soc. 1986, 108, 3803.
6. Magnus, P.; Lacour, J. J. Am. Chem. Soc. 1992, 114, 767.
7. Zefirov, N.S.; Safronov, S.O.; Kaznacheev, A.A.; Zhdankin, V.V. J. Org. Chem. USSR (Engl. Transl.) 1989, 25, 1633 (Plenum, 1990).
8. Schardt, B.C.; Hill, C.L. Inorg. Chem. 1983, 22, 1563.
9. Observations in our laboratory.
10. Tanner, D.D.; Gidley, G.C. Can. J. Chem. 1968, 46, 3537.
11. Koser, G.F.; Wettach, R.H. J. Org. Chem. 1980, 45, 4988.
12. Ray III, D.G.; Koser, G.F. J. Am. Chem. Soc. 1990, 112, 5672.
13. Yamataka, H.; Yamaguchi, K.; Takatsuka, T.; Hanafusa, T. Bull. Chem. Soc. Jpn. 1992, 65, 1157.
14. The X-ray studies were conducted by David B. McConville.
15. Koser, G.F.; Wettach, R.H. J. Org. Chem. 1980, 45, 1542.
16. Moriarty, R.M.; Vaid, R.K.; Koser, G. F. Synlett 1990, 365.
17. Dr. Andrew N. French (Radford University) has initiated research on the synthesis of chiral benziodoxoles with aryl and perfluoroalkyl substituents at C-3 and the use of such compounds for the asymmetric functionalization of alkenes; personal communication from A.N. French to G.F. Koser.