Michael acceptor properties of 6-bicycloaryl substituted (R)-5,6-dihydro-2H-pyran-2-ones
✍ Scribed by Pınar Kasaplar; Özgür Yılmazer Çakmak; Ali Çağır
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 335 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0045-2068
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## Abstract The stereoselective total synthesis of an antiproliferative and antifungal __α__‐pyrone natural product (6__S__)‐5,6‐dihydro‐6‐[(2__R__)‐2‐hydroxy‐6‐phenylhexyl]‐2__H__‐pyran‐2‐one is described. The key steps involved are the __Prins__ cyclization, __Mitsunobu__ reaction, and ring‐closi
## Abstract Vilsmeier formylation of the 4‐amino‐2‐pyridinones 4a–d leads to the formation of the corresponding 3‐carbaldehydes 5a–d (the diformylated product 8 is isolated as a by‐product). A cyclizing Knoevenagel reaction of 5 with CH‐acidic nitriles 6 in the presence of piperidine gives substitu
A short, stereocontrolled convergent synthesis of pyranosyl isonuclensides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomerie ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides