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Efficient Asymmetric Synthesis of α-Alkylated Benzylic Methyl Sulfonates.

✍ Scribed by Dieter Enders; Nicola Vignola; Otto M. Berner; Wacharee Harnying


Publisher
John Wiley and Sons
Year
2005
Weight
40 KB
Volume
36
Category
Article
ISSN
0931-7597

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Asymmetric Synthesis of α-Substituted β-
✍ 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