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DOI:
10.1055/sos-SD-026-00397
Salaün, J., Science of Synthesis, (2005) 26, 571.
Cyclobutanones can also be prepared by [2+2] cycloadditions in which thioacetals are used with chiral catalysts to give products with significant asymmetric induction. For example, cyclobutanone thioacetal 70 is obtained in 89% yield and >90% ee when the [2+2] cycloaddition of ketene dimethyl dithioacetal with but-2-enoate 68 is catalyzed by the chiral titanium reagent obtained in situ from dichlorodiisopropoxytitanium(IV) and chiral diol 69 (Scheme 28).[68] Thioacetal 70 is readily converted into chiral cyclobutanones.
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References
[68] | Meeeeeee, M.; Meeeeee, M.; Meeeeeee, M.; Meeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
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- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.