Aldol Reactions by Rainer Mahrwald

By Rainer Mahrwald

Aldol Reactions presents a accomplished up to date evaluation of aldol reactions together with software of alternative steel enolates; catalytic aldol additions catalyzed via assorted Lewis acids and Lewis bases; enantioselective direct aldol additions; antibodies and enzyme catalyzed aldol additions and the new competitive improvement of organocatalyzed aldol additions. the ability of every process is established by means of a number of purposes in overall synthesis of usual items. the professionals and cons of those methodologies in regards to stereoselectivity, regioselectivity and alertness in overall synthesis of usual items are mentioned. nice value is determined to the various chances of the handbook of aldol response to put in required configurations in advanced normal product synthesis.

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6). O O O O O O O B i- Pr O O 14 + N H 2. i-Pr-CHO Et2AICI 15 i-Pr Me N i- Pr i -Pr N Bu Bu 1. 8). 44 28 2 Aldol Reactions with Preformed Enolates 1. Et2BOTf, i-Pr2NEt 2. R1-CHO R1 N SO2 O 17 OH 1. Et2BOTf, i-Pr2NEt N SO2 O 2. 3 Boron Enolates 29 Tremendous comprehensive investigations on the stereochemical outcome of boron enolate aldol additions were carried out by Evans and coworkers. 45 and the references cited in it. 51 The great reliability of boron enolate aldol additions is reflected by numerous applications in total syntheses of polyketides.

V. 20 Currently (E)-boron enolates of ketones are mostly generated by using hindered dialkylboryl triflates and amines. The corresponding (Z)-enolates are prepared under kinetic-controlled conditions. 24 The same is true for the generation of defined boron enolates of carboxylic esters. (E)-boron enolates of carboxylic esters were obtained when used with tert-butyl esters and dicyclohexylboron triflates in the presence of triethylamine selectively. 25 As pointed out in the introduction there exist in general three different ways for an asymmetric execution of aldol reactions.

Mukaiyama T, Matsuo JI (2004) In: Modern Aldol Reactions Mahrwald R (ed). Wiley-VCH, Weinheim, vol 1, p 127 6. Paterson I, Cowden CJ, Wallace DJ (2000) In: Modern Carbonyl Chemistry, Otera J (ed). Wiley-VCH, Weinheim, p 249 7. Mukaiyama T, Inoue T (1976) Chem Lett 559 8. Inoue T, Uchimaru Z, Mukaiyama T (1977) Chem Lett 153 9. Inoue T, Mukaiyama T (1980) Bull Chem Soc Jpn 53:174 10. Paterson I (1992) Pure Appl Chem 64:1821 11. Masamune S, Mori S, Van Horn DE, Brooks DW (1979) Tetrahedron Lett 20:1665 12.

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