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Synthesis of naphthalenes from ortho-substituted benzyl sulfones and michael acceptors

✍ Scribed by Jurjen Wildeman; Peder C. Borgen; Henk Pluim; Peter H.F.M. Rouwette; Albert M. van Leusen


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
245 KB
Volume
19
Category
Article
ISSN
0040-4039

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✦ Synopsis


A communication on a closely related subject by Hauser and RheeI prompt us to disclose our preliminary results on a simple synthetic method for the transformation of benzene derivatives to naphthslenering systems. This novel method' is based on the reaction of ortho-substituted benzyl sulfones (A) with Michael acceptors, followed by elimination of water and p-toluenesulfinic acid (TosH), e.g. Scheme 1.


πŸ“œ SIMILAR VOLUMES


Asymmetric Synthesis of Ξ±-Substituted Ξ²-
✍ Dieter Enders; StephanΒ Frank MΓΌller; Gerhard Raabe; Jan Runsink πŸ“‚ Article πŸ“… 2000 πŸ› John Wiley and Sons 🌐 English βš– 485 KB πŸ‘ 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 Ξ²-hydrazino sulfones in moderate to good yields and with diastereoselectivities of up to 98%. The latter undergo reduct