References
- Mechoulam , R. and Edery , H. 1973 . “ Chapter 2 ” . In Marijuana, Chemistry, Metabolism and Clinical Effects , 101 New York, N.Y. : Academic Press .
- Adams , R. , Mackenzie , S. Jr. and Loewe , S. 1948 . J. Am. Chem. Soc. , 70 : 664
- Marmor , R. S. 1978 . J. Org. Chem. , 37 : 2901
- Petrzilka , T. , Haefliger , W. and Sikemeir , C. 1969 . Helv. Chim. Acta , 52 : 1109
- Matsumoto , K. , Stark , P. and Meister , R. G. 1977 . J. Med. Chem. , 20 : 17
- McKillop , A. , Swann , B. P. and Taylor , E. C. 1971 . J. Am. Chem. Soc. , 93 : 4919 It is well known that thallium nitrate trihydrate (TTN) rearranges acetophenone and its derivatives to corresponding aryl acetic ester. However when the ketone 3, (R= C6H13-n) was treated with TTN in CH3 OH, extensive polymerization was observed without any rearrangement
- Wenkert , E. 1980 . Acc. Chem. Res. , 13 : 27 Oxycyclopropanes are known to undergo regiospecific cleavage under acid catalysis to give aldehydes of the type 7,. he transformation from the ketone 3, (R= C6H13-n) to its oxyclopropane derivative via, a Wittig reaction followed by a carbene reaction proceeded very smoothly, but the cleavage of the oxycyclopropane ring lacked regiospecificity and gave a complex mixture of products (tlc, nmr)
- Martin , S. F. and Phillips , G. W. 1978 . J. Org. Chem. , 43 : 3792 S. F. Martin, Synthesis, 633 (1979). We thank Professor S. F. Martin for informing us for the need to specifically use 48% HBr from Eastman for the conversion of N-(hydroxymethyl) phthalimide to N-(bromomethyl) phthalimide
- It has been reported (see Ref. 5) that Wolff-Kishner reduction led to the formation of large quantities of azine, however when the reduction was carried out using large quantities of hydrazine (95%), azine formation was suppressed (see experimental)
- Wolff-Kishner reduction gives much higher yields, since the reduction of neopentyl mesylate with Lithium triethyl borohydride does not go to completion
- Jung , M. E. and Lyster , M. A. 1977 . J. Org. Chem. , 42 : 3761 Org. Syn. 59, 35 (1979)
- Ratcliffe , R. W. and Christensen , B. G. 1973 . Tetrahedron Lett. , : 4645 A. Dehenel, J. P. Finet, and G. Lavielle, Synthesis, 474 (1977)