Read e-book online Comprehensive Organic Synthesis: Reduction PDF

By Trost B.M., Fleming I. (eds.)

ISBN-10: 0080405991

ISBN-13: 9780080405995

This quantity comprises 37 chapters on tools for lowering useful teams, equipped into 4 major components. (i) aid of C=X platforms, the place X is an electronegative heteroatom, divided into 14 chapters in accordance with the measure of aid, the oxidation point of the C=X substrate, and at the nature of the reagent. (ii) aid of X=Y platforms, divided into 3 chapters, masking the aid of such teams as nitro, azo, and many of the types of P=O and S=O teams. (iii) relief of C=C and C≡C, divided into 12 chapters in response to the tactic of relief, with fragrant, heteroaromatic, and conjugated structures handled individually, and together with an intensive dialogue of hydrometallation. (iv) aid of unmarried bonds, C-X to C-H, in 8 chapters, together with the hydrogenolysis of some of the forms of C-X bonds, the relief of epoxides, and the aid of vinyl derivatives to alkenes. each one bankruptcy encompasses a dialogue of chemoselectivity, regioselectivity, and stereoselectivity, at any place it truly is acceptable, and so much comprise suggestion at the reagent of selection, and the mechanistic foundation of many of the equipment of relief. in brief, it's, in the house on hand, as with regards to a accomplished account of relief in natural chemistry as you will desire for.

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Extra info for Comprehensive Organic Synthesis: Reduction

Example text

While a “Perkow-route”71–81 for product formation generally ensues when a-halocarbonyl substrates are challenged with Michaelis–Becker reagents,173–175 ethyl 4-bromoacetylacetonate provides a simple substitution product. 146,152,180–182 Although the reaction proceeds using preformed salts of the dialkyl phosphites, 183 the use of tertiary amines facilitates the reaction by allowing all reagent materials to be in solution. 184 Reaction of the dialkyl phosphite in DMF with the appropriate diaryliodonium halide provides the corresponding dialkyl arylphosphonate in good yield (81 to 93%).

Obshch. , 60, 1925, 1990. 34. , A convenient synthesis of primary 2-hydroxyorganophosphines from red phosphorus and oxiranes, Synthesis, 65, 2000. 35. M. , Reactions of elemental phosphorus with organometallic compounds, J. Org. , 29, 471, 1963. fm Page 25 Wednesday, November 19, 2003 10:56 AM 36. M. , Reactions of elemental phosphorus with organometallic compounds and alkyl halides. The direct synthesis of tertiary phosphines and cyclotetraphosphines, J. Org. , 28, 473, 1963. 37. R. , Elemental white phosphorus as a radical trap: a new and general route to phosphonic acids, J.

These proceed in reasonable yield for the preparation of pure organophosphorus materials. fm Page 18 Wednesday, November 19, 2003 10:56 AM hν N S O R. 1. H2 O P4 2. 10 Preparation of phosphonic acids from O-esters of N-hydroxy-z-thiopyridones. 1,1,1,4,4,4-hexafluoro-2-butyne to red phosphorus at elevated temperature. The reaction is catalyzed by elemental iodine, providing the purified product in 45% yield. 11 Formation of a bicyclic from red phosphorus. 12 Direct aryl–C–P bond formation in a bicyclic compound.

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Comprehensive Organic Synthesis: Reduction by Trost B.M., Fleming I. (eds.)

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