Synthesis of alpha-halo ethers from symmetric acetals and in situ methoxymethylation of an alcohol [1-methoxymethoxy-1-phenylethane]

Organic Syntheses

Volumn 84, Issue , 2007, Pages 102-110

  Berliner, Martin ^a   Belecki, Katherine ^c   Paquette, William D ^c   Wipf, Peter ^b  

^a PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United States)

^b UNIVERSITY OF PITTSBURGH   (United States)

^c NONE

Author keywords

[No Author keywords available]

Indexed keywords

EID: 85026871522     PISSN: 00786209     EISSN: 16000730     Source Type: Book Series    
DOI: 10.15227/orgsyn.084.0102     Document Type: Article

References (12)

1. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 3rd ed.; John Wiley & Sons: New York, 1999.
2. For a review, see: Benneche, T. Synthesis 1995, 1 and references therein.
3. Berliner, M. A.; Belecki, K. J. Org. Chem. 2005, 70, 9618.
4. Marvel, C. S.; Porter, P. K. Organic Syntheses; John Wiley & Sons: New York, 1941. Coll. Vol. I, p. 377.
5. With HCl: (a) Weinstock, L.M.; Karady, S.; Sletzinger, M. US 3,972,947 (Chem. Abstr 1976, 85, 142633)
6. (b) Amato, J. S.; Karady, S.; Sletzinger, M.; Weinstock, L. M. Synthesis 1979, 970.
7. (c) Linderman, R. J.; Jaber, M.; Griedel, B. D. J. Org. Chem. 1994, 59, 6499. With H2SO4:
8. (d) Chong, J. M.; Shen, L. Synth. Commun. 1998, 28, 2801.
9. (e) Williams, A. G. WO 02/059070 A1 (Chem. Abstr. 2002, 137, 124930).
10. (f) Reggelin, M.; Doerr, S. Synlett 2004, 1117. By other methods:
11. (g) Stadlwieser, J. Synthesis 1985, 490.
12. (h) Jones, M. Synthesis 1984, 9, 727.