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ChemInform Abstract: Asymmetric Synthesis of α-Substituted β-Amino Sulfones by Aza-Michael Addition to Alkenyl Sulfones and Subsequent α-Alkylation.

✍ Scribed by Dieter Enders; Stephan Frank Mueller; Gerhard Raabe; Jan Runsink

Publisher
John Wiley and Sons
Year
2010
Weight
42 KB
Volume
31
Category
Article
ISSN
0931-7597

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Asymmetric Synthesis of α-Substituted β-
Asymmetric Synthesis of α-Substituted β-Amino Sulfones by Aza-Michael Addition to Alkenyl Sulfones and Subsequent α-Alkylation
✍ Dieter Enders; Stephan Frank Müller; Gerhard Raabe; Jan Runsink 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 485 KB 👁 1 views

The aza-Michael addition of enantiopure 1-aminopyrrolidines to (E)-alkenyl sulfones in the presence of a catalytic amount of ytterbium trifluoromethanesulfonate [Yb(OTf) 3 ] yields β-hydrazino sulfones in moderate to good yields and with diastereoselectivities of up to 98%. The latter undergo reduct