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Homocoupling is a minor pathway for this substitution pattern, but occurs exclusively for more heavily substituted systems. 135 Although earlier reports indicated that organotetracarbonylferrates give only low yields of 1,4diketones on conjugate addition to spunsaturated ketones, the potassium salt (5 6) appears to be more effective. 136 Symmetrical diketones, separated by a chain of methylenes from five to fourteen atoms long, can be prepared from dimethylhydmzones. 137 3 Promtion and * n of A l d e h v u Ketonp Lewis acid catalysed acetalisation reactions are proving a valuable alternativeto the more conventional protic acid versions.

Have reported the use of clay montmorillonite as a catalyst for the selective 12-addition of silylester enolates to alkynoates. 2-adducts [equation (18)l. lo’ General and Synthetic Methods 42 (i), (ii) (iii) - TePh Reagents: (i) PhTeAIBu'2, THF; (ii) CH3CH2CH2CH0, - 78 "C; (iii) rn -CIC6H&O&! Scheme 10 H COCH3 (43) Reagents: (i) CCI3COCI, Zn-Cu, POCI,; (ii) Me2CuLi, (CH3CO)zO; (iii) PhCH3, reflux, 24 h; (iv) H2S04,EtOH Scheme 19 OTMS /=;(OMe Ph-C EC-CO,Me - Ph-CEC V O M e (1 8 ) 2: Aldehydes and Ketones 43 Finally in this section, a d5 and a d6 reagent for the synthesis of polyene aldehydes have been r e p o w .

A. S. D. Gates, J . Chem. , Perkin Trans. I , 1989, 151. P. Kocienski, S. Wadman and K. Cooper, J . Org. , 1989,54, 1215. R. Muralidharan, J. Org. , 1989,54, 4146. A. Alexakis, I. Marek, P. , 1989. 30, 2387. M. K. Vaid. T. E. Hopkins and P. Farid, Tetrahedron, 1989 73. J. Elsevier and P. Vermeer, J. Org. , 1989, 54, 3726. 30. 3465. 30, 243. 1261. 66. 67. 68. 45, 1605. I :Saturated and Unsaturated Hydrocarbons 25 74. 75. 76. 77. 78. 79. A. Marshall, ED. Robinson and A. Zapata, J. Org. , 1989, 54, 5854.

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