## ~ -~~~ Starting from sultam 1, the chiral dienophile (2R)-N-glyoxyloylbornane-lO,2-sultam (4) was readily prepared. Non-catalyzed atmospheric-and high-pressure as well as [Eu(fod),]-promoted [4 + 21 cycloadditions of l-methoxybuta-l,3-diene (5) to chiral dienophile 4, leading with high asymmetr
✦ LIBER ✦
Pictet-Spengler reaction of biogenic amines with (2R)-N-Glyoxyloylbornane-10,2-sultam. Enantioselective synthesis of (S)-(+)-N-methylcalycotomine
✍ Scribed by Zbigniew Czarnocki; Józef B. Mieczkowski; Jaroslaw Kiegiel; Zbigniew Araźny
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 169 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0957-4166
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The influence of Lewis acid on the diastereoselectivity of [4+2] cycloaddition of buta-1,3-diene to N-glyoxyloyl-(2R)bornane-10,2-sultam was investigated and high levels of asymmetric induction were achieved. (S)-3-[2-{(Methylsulfonyl)oxy}ethoxy]-4-(triphenylmethoxy)-1-butanol methanesulfonate were
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## Abstract For Abstract see ChemInform Abstract in Full Text.