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2005
Sulfones
P 0450
29- 078
Sulfur Dioxide Mediated Syntheses of Polyfunctional Alkenes and (E,Z)- and
(E,E)-2,4-Dien-1-ones. — The reaction cascade is applied to generate a variety of
open-chain polyfunctional sulfones with (Z)- and (E)-alkene units depending on the
kind and quantity of the acid promoter used. Up to three new stereogenic centers are
formed. The reactions of substrates (Ib) and (Ic) correspond to those of analogue (Ia).
Treatment of the above products according to E) generates (E,Z)- and (E,E)-dienones
in good yields and with high stereoselectivity. — (BOUCHEZ, L. C.; CRAITA, C.;
VOGEL*, P.; Org. Lett. 7 (2005) 5, 897-900; Lab. Glycochem. Asymmetric Synth.,
Ec. Polytech. Fed. Lausanne, CH-1015 Lausanne, Switz.; Eng.) — Steudel
2005
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