Organic Chemistry

Download e-book for iPad: Advanced organic reactions by Stuart W.

By Stuart W.

Show description

Read or Download Advanced organic reactions PDF

Similar organic chemistry books

A. Hassner, C Stumer's Organic Syntheses Bsaed on Name Reactions and Unnamed PDF

Synthetically necessary natural reactions or reagents are frequently observed by way of the identify of the discoverer(s) or developer(s). Older identify reactions are defined in textual content books, yet extra lately constructed synthetically important reactions which can were linked sometimes with a reputation usually are not continually renowned.

Download PDF by Luis A. Oro, Carmen Claver: Iridium Complexes in Organic Synthesis

Starting from hydrogenation to hydroamination, cycloadditions and nanoparticles, this primary guide to comprehensively conceal the subject of iridium in synthesis discusses the $64000 advances in iridium-catalyzed reactions, particularly using iridium complexes in enantioselective catalysis. A needs to for natural, complicated and catalytic chemists, in addition to these operating with/on organometallics.

New PDF release: The Chemistry of Organolithium Compounds.

Patai sequence: The Chemistry of sensible teams a chain of complex treatises based via Professor Saul Patai and below the overall editorship of Professor Zvi Rappoport The Patai sequence publishes finished stories on all elements of particular sensible teams. each one quantity comprises remarkable surveys on theoretical and computational points, NMR, MS, different spectroscopical tools and analytical chemistry, structural features, thermochemistry, photochemistry, man made techniques and methods, man made makes use of and functions in chemical and pharmaceutical industries, organic, biochemical and environmental facets.

Download e-book for kindle: Designing Organic Syntheses: A Programmed Introduction to by WARREN STUART

Teaches scholars to exploit the language of sythesis at once (utilizing the grammar of synthon and disconnection) instead of translating it into that of natural chemistry.

Extra info for Advanced organic reactions

Example text

Org. Chem. 1987, 52 , 165 t-Butyldimethylsilyl Ether tBuMe 2Si-OR TBS-OR TBDMS-OR JACS 1972, 94 , 6190 - Stable to base and mild acid - under controlled condition is selective for 1° alcohols t-butyldimethylsilyl triflate tBuMe 2Si-OTf TL 1981, 22 , 3455 - very reactive silylating reagent, will silylate 2° alcohols cleavage: - acid - F- (HF, nBu4NF, CsF, KF) TBSO HO CO2Me HF, CH3CN CO2Me (70%) O OTBS O HO JCS Perkin Trans. 1 1981, 2055 t-Butyldiphenylsilyl Ether tBuPh2Si-OR TBDPS-OR ∑-OR - stable to acid and base - selective for 1° alcohols - Me3Si- and iPr 3Si groups can be selectively removed in the presence of TBS or TBDPS groups.

1988, 18 , 89. - even greater 1,4-selectivity Li + HBEt3 (Super Hydride) - very reactive hydride source - reduces ketones, aldehydes, esters, epoxides and C-X (alkyl halides and sulfonates) O HO Li Et3BH, THF HO HCA 1983, 66 , 760 HO H H HO HO CH 3 OH HO 1) TsCl, pyridine 2) Li Et3BH, THF HCA 1988, 71 , 872 HO H H Boranes Hydroboration H2O 2, NaOH B 2H6 B R R' R B 2H6 R' B R B 2H6 H HO H H H3O + H R B H2O 2, NaOH R R' H H R-CH 2CHO H - BH3 reduces carboxylic acids to 1° alcohols in the presence of esters, nitro and cyano groups.

Li (tBuO)3AlH 4. (iBu)2AlH DIBAL-H 5. Na (MeOCH2CH2O)2AlH2 REDAL OH 48 REDUCTIONS 49 Chem. Rev. 1986, 86, 763 Org. Rxn. 1951, 6, 469. Lithium Aluminium Hydride LiAlH4 (LAH) - very powerful reducing agent - used as a suspension in ether or THF - Reduces carbonyl, carboxylic acids and esters to alcohols - Reduces nitrile, amides and aryl nitro groups to amines - opens epoxides - reduces C-X bonds to C-H - reduces acetylenic alcohols trans-allylic alcohols LAH OH R OH R H2N LAH, THF N H NH 2 H2N (62%) NH 2 N H NH 2 Lindlar/ H2 H2N O N H HO CO 2Me OH LAH, THF, ↑↓ TL 1988, 29 , 2793.

Download PDF sample

Advanced organic reactions by Stuart W.

by Paul

Rated 4.03 of 5 – based on 7 votes