Enhanced stereoselectivity in aqueous intramolecular hetero Diels-Alder cycloaddition of chiral acylnitroso compounds
β Scribed by Masaichi Naruse; Sakae Aoyagi; Chihiro Kibayashi
- Book ID
- 104215614
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 310 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
In an aqueous medium, intramolecular hetero Die&Alder cycloadditions of the chiral acylnitroso compounds, generated from the chiral hydroxamic acids by in situ periodate oxidation, shows a pronounced enhancement of the trans selectivity compared with the results obtained by employing nonaqueous conditions.
π SIMILAR VOLUMES
Azabutadienes f Isoxazoles f Tetrahydropyridines 1 Diels-Alder reactions / Sequential transformations Condensation of aldehydes 1 ae with 5-amino-3-methylisoxazole (4) gives the corresponding imines 5a-e with a 2-aza-1,3-butadiene moiety, which cyclize selctively, e.g. 5a to form the trans-fused tet