By Rainer Mahrwald
Aldol Reactions presents a entire up to date evaluate of aldol reactions together with program of other steel enolates; catalytic aldol additions catalyzed through assorted Lewis acids and Lewis bases; enantioselective direct aldol additions; antibodies and enzyme catalyzed aldol additions and the hot competitive improvement of organocatalyzed aldol additions. the ability of every approach is validated by way of numerous purposes in overall synthesis of ordinary items. the professionals and cons of those methodologies with reference to stereoselectivity, regioselectivity and alertness in overall synthesis of common items are mentioned. nice significance is determined to the varied probabilities of the guide of aldol response to put in required configurations in advanced typical product synthesis.
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Additional resources for Aldol Reactions
R. 14). 4 Titanium Enolates 49 O O O OH X O O O O 1. Et3N 2. i-Pr2 NEt 3. 44 For the development and application of chiral oxadiazinones in enantioselective titanium enolate aldol reactions see Casper et al. 45 Chiral titanium(IV) alkoxides were used for the synthesis of optically active β-hydroxy ketones. Duthaler and coworkers generated chiral titanium enolates by transmetallation of lithium enolates of propionate with CpTi(OR2)2Cl (R2: 1, 2:5,6-di-O-isopropylidene-α-d-glucofuranose). 47,48,49,50,51 Some spectacular examples are illustrated in the following schemes in order to demonstrate the power and selectivity of these transformations.
Recently, an efficient strategy for the synthesis of syn- and anti-aldol adducts was published. 37 48 2 O O O Aldol Reactions with Preformed Enolates O O OH O OH method A or S N S + R1 N R1 N S method B Bn Bn 27 Bn 28 29 Method A: 1. TiCl4, 2. 5 equiv (–)-sparteine, 3. R1-CHO Method B: 1. 0 equiv. TiCl4, 2. 1 equiv i-Pr2NEt, 3. 12 Oxazolidinethione-based syn-selective aldol additions O O 1. TiCl4 2. i-Pr2NEt 3. r. r. = 95:5 O CO2Me N i-Pr R N O i-Pr O CO2Et 1. TiCl4 2. R-CHO 3. r. r. 14). 4 Titanium Enolates 49 O O O OH X O O O O 1.
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