By Rainer Mahrwald

ISBN-10: 1402087004

ISBN-13: 9781402087004

ISBN-10: 1402087012

ISBN-13: 9781402087011

Aldol Reactions presents a finished updated assessment of aldol reactions including:

  • Application of other steel enolates
  • Catalytic aldol additions catalyzed by means of assorted Lewis acids and Lewis bases
  • Enantioselective direct aldol additions
  • Antibodies and enzyme catalyzed aldol additions
  • The fresh competitive improvement of organocatalyzed aldol additions.

The energy of every strategy is verified via numerous purposes in overall synthesis of ordinary items. the professionals and cons of those methodologies in regards to stereoselectivity, regioselectivity and alertness in overall synthesis of traditional items are mentioned. nice value is decided to the varied chances of the handbook of aldol response to put in required configurations in advanced typical product synthesis.

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An identical arrangement leads to the selectivity observed with a more highly functionalized aldehyde (entry 4). Perhaps the highly activated nature of the aldehyde in entry 6 leads to a less rigid transition state and thus loss of stereochemical induction. O O O Me t-BuO2C MeO O Ti OR O Oi-Pr Cl Cl O O O 1 O Ti R t-BuO2C OR H O Oi-Pr O O Cl Cl O Ti H OR O t-BuO2C Oi-Pr Cl Cl Bn A B C Fig. 17,18,19 The procedure involved transmetallation of lithium enolates with ClTi(Oi-Pr)3. 7. 2). Subsequently, Thornton and Bonner developed camphor-derived chiral auxiliaries.

Wei HX, Jasoni RL, Dchao H, Hu J, Pare PW (2004) Tetrahedron 60:11829 17. (a) Fujisawa H, Sasaki Y, Mukaiyama T (2001) Chemistry Lett 3:190; (b) Li WDZ, Zhang XX (2002) Org Lett 4:3485 18. Willis MC, Cutting GA, John MP (2004) Synlett 1195 19. Yost JM, Zhou G, Coltart DM (2006) Org Lett 8:1503 20. Zhou G, Yost JM, Coltart DM (2008) Synthesis 478 21. Evans DA, Tedrow JS, Shaw JT, Downey CW (2002) J Am Chem Soc 124:392 22. Evans DA, Downey CW, Shaw JT, Tedrow JS (2002) Org Lett 4:1127 23. McNulty J, Nair JJ, Sliwinski M, Harrington LE, Pandey S (2007) Eur J Org Chem 5669 24.

R. 5-induction in boron enolate aldol additions. g. 68 The C1–C11 subunit of tedanolide was constructed by a boron enolate aldol step. r. 3 Boron Enolates 37 References 1. Mukaiyama T (1982) Org React 28:203 2. Cowden CJ, Paterson I (1997) Org Reactions 51:1 3. Kim BM, Williams SF, Masamune S (1993) In: Comprehensive Organic Synthesis, Trost BM, Fleming I, Heathcock CH (eds). Pergamon, Oxford, vol 2, p 239 4. Evans DA, Nelson JV, Taber TR (1982) Top Stereochem 13:1 5. Mukaiyama T, Matsuo JI (2004) In: Modern Aldol Reactions Mahrwald R (ed).

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Aldol Reactions by Rainer Mahrwald


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