- Tytuł:
-
Prolina – pospolity aminokwas wyjątkowy katalizator. Część II, Międzycząsteczkowa kondensacja aldolowa
Proline as a common amino acid and an exceptional catalyst. Part II, Intermolecular aldol reaction - Autorzy:
-
Kołodziejska, R.
Wróblewski, M.
Karczmarska-Wódzka, A.
Studzińska, R.
Dramiński, M. - Powiązania:
- https://bibliotekanauki.pl/articles/171560.pdf
- Data publikacji:
- 2013
- Wydawca:
- Polskie Towarzystwo Chemiczne
- Tematy:
-
międzycząsteczkowa reakcja aldolowa donor
akceptor
prolina
anti-aldole
intermolecular aldol reaction
donor
acceptor
proline
anti-aldol - Opis:
- Proline in organic synthesis is used as a small molecular organocatalyst. In a catalytic act proline, similarly to an enzyme, activates reagents, stabilizes transition state and influences an orientation of substrates [1–12]. Proline works as aldolase I (so called microaldolase I). In comparison with other amino acids it shows exceptional nucleophilicity which makes imines and enamines formation easier. In the intermolecular aldol reaction proline was used for the first time by List and co-workers (Scheme 1) [3, 9, 20]. Since then an immense progress has been observed in this field. Several aldolization reactions were performed in the presence of proline. Reactions of this type proceed between the donor (nucleophile) and the acceptor (electrophile). In aldol reaction the donors can be both ketones and aldehydes which next are condensed with ketones and aldehydes acting as electrophiles (Scheme 2–18; Tab. 1–7) [21–72]. The presence of proline ensures not only high yield of homo- and heteroaldolization but mainly enables conducting enantio- and diastereoselective synthesis. Intermolecular proline-catalyzed aldol condensation proceeds according to enamine mechanism. Anti-aldols, which make a valuable source of intermediates in the synthesis of important biologically active compounds, are mainly obtained in this reaction [35–44, 54, 58, 62, 63, 68, 69, 71].
- Źródło:
-
Wiadomości Chemiczne; 2013, 67, 11-12; 1027-1050
0043-5104
2300-0295 - Pojawia się w:
- Wiadomości Chemiczne
- Dostawca treści:
- Biblioteka Nauki
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