Download General and Synthetic Methods Vol.6 by G Pattenden PDF

By G Pattenden

Expert Periodical experiences supply systematic and certain evaluate insurance of growth within the significant components of chemical study. Written by way of specialists of their professional fields the sequence creates a different carrier for the energetic learn chemist, providing usual serious in-depth bills of development specifically parts of chemistry.

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Org. , 1981,46,2428. A. Barco, S. Benetti, P. G. Baraldi, and D. Simoni, Synthesis, 1981, 199; N. Ono, H. Miyake, and A. Kaji, Synthesis, 1981, 1003. 25 Saturated and Unsaturated Hydrocarbons The a-(carboethoxy)vinylcuprate (84), generated by conjugate addition of lithium cyanomethylcuprate to ethyl propiolate, reacts with a,@-unsaturated acid chlorides to form divinyl ketones. g. g. l13Dimedone is also a suitable precursor, but the sequence fails with acyclic 1,3-diones. g. g. 'l4 (85) (86) X = C1, Br, or I Reagents: i, MeS02CI-K2C0,; ii, PhCH2NEt3X-BF, n ?

E. Van Horn, M. W. Moore, and E. Negishi, J. , 1981,46,4093. g. 144Acetylenic, sulphonyl, and carboxylic ester groups are not affected by the reaction conditions, but isoprenoids containing hydroxyl groups give lower yields. The Schweizer synthesis of allylic aniines is highly E- stereoselective when vinyltri-n-butylphosphonium bromide is used instead of the usual vinyltriphen ylphosphonium salt. g. 146 PhSe H Me Reagents: i, PhSeCI-CF,SO,H; Me NHCOMe y N H C O M e ii, H,O, Scheme 54 Allylsilanes can be prepared by reductive silylation of allyltrimethylsilyl ethers using lithium and ,chlorotrimethylsilane, in the presence of a nickel catalyst if necessary.

Org. , 1981, 46, 2920;D. Saindane, C. Barnurn, H. Ensley, and P. , 1981,22,3043. R. Antonioletti, M. D'Auria, G. Piancatelli, and A. , 1981,22, 1041. R. Brittelli, J. Org. , 1981,46,2514. Serota, J. R. Simon, E. B. Murray, and W. M. Org. , 1981,46,4147. -J. Brunet, C. Sidot, and P. , 1981,22,1013. 122Importantly, carbon replaces boron with retention of configuration, so the complete sequence constitutes a stereo- and regio-specific anti-Markownikoff hydrocarboxylation of acetylenes (Scheme 46).

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