Advanced Organic Synthesis by Richard S. Monson

By Richard S. Monson

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Amer. Chem. Soc. 75, 4842 (1953); F. L. Greenwood, M. D. Kellert, and J. Sedlak, Org. Syn. Collective Vol. 4, 108 (1963). 10. H. J. Dauben and L. L. McCoy, /. Amer. Chem. Soc. 81, 5405 (1959). 11. H. O. House and H. W. Thompson, /. Org. Chem. 28, 360 (1963). 12. H. O. House and R. W. Bashe, /. Org. Chem. 30, 2942 (1965). 13. A. Butenandt and A. WoIfT, Chem. Ber. 68B, 2091 (1935). 14. M. Yanagita and K. Yamakawa, /. Org. Chem. 21, 500 (1956). 15. G. F. H. Green and A. G. Long, /. Chem. , p. 2532 (1961).

Young, and G. Wilkinson, /. Chem. Soc. (A)1 p. 1711 (1966). 7. A. J. Birch and K. A. M. Walker, /. Chem. Soc. (C), p. 1894 (1966). 8. J. A. Osborn and G. Wilkinson, Inorg. Syn. 10, 67 (1967). 9. C. Djerassi and J. Gutzwiller, /. Amer. Chem. Soc. 88, 4537 (1966). 10. A. J. Birch and K. A. M. , p. 3457 (1967). The Introduction of Halogen The introduction of halogen into organic molecules can be carried out by a variety of addition or substitution reactions. The classical methods for the addition of halogen to double bonds or the substitution of halogen for hydroxyl by hydrohalic acids are too well known to bear repetition here.

A. Fehnel, S. Goodyear, and J. Berkowitz, /. Amer. Chem. Soc. 73, 4978 (1951). 17. E. L. Bennett and C. Niemann, /. Amer. Chem. Soc. 74, 5076 (1952). 18. D. S. Noyce, B. N. Bastian, P. T. S. Lau, R. S. Monson, and B. Weinstein, /. Org. Chem. 34, 1247 (1969). 7 Miscellaneous Elimination, Substitution, and Addition Reactions The following experimental procedures do not fall into any convenient categories, but all require reagents and techniques of general interest in organic synthesis. I. Methylenecyclohexane by Pyrolysis of an Amine Oxide The pyrolysis of amine oxides is a reliable synthesis of unrearranged olefins.

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