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Asymmetric formation of CN bonds in chiral enol ethers

✍ Scribed by Stefania Fioravanti; M.Antonietta Loreto; Lucio Pellacani; Paolo A. Tardella

Book ID
104204064
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
424 KB
Volume
47
Category
Article
ISSN
0040-4020

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✦ Synopsis

Key Words dusstereoselechve azmdmabon, churl a-ammo ketones, ntbene

Abstnxc& Attack of EtO&N on an enol ether c Y ng (S,S)-h-as chord auultay gives &stenzoseiecave ass&m&on wrth duastexomenc excess B 95% osy subsequent hydm&sw gnu pmtml& nacemased a-ammo ketone 4 0the1 chord ouxdaanes &es not allow uokrnoa mtemwdsate azm&es and the a-ammo ketone IS tsoksted mth

a 75 25 enonhomenc mtto 8 The then&m of EtO, N, m most of the same enol ethersgves the acetols of the u-ammo ketone wrth ptwmhng opposzte conjigunat~arr ot the new fomaed chmd cenbe

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Chiral (OC)Ru(salen)-catalyzed tandem su
Chiral (OC)Ru(salen)-catalyzed tandem sulfimidation and [2,3]sigmatropic rearrangement: asymmetric CN bond formation
✍ Masakazu Murakami; Tsutomu Katsuki 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 67 KB

Asymmetric C N bond formation was achieved in a highly enantioselective manner by using (OC)Ru(salen)-catalyzed sulfimidation and the subsequent [2,3]sigmatropic rearrangement: treatment of allyl aryl sulfides with p-toluenesulfonyl azide in the presence of a catalytic amount of (OC)Ru(salen) follow