The Journal of Organic Chemistry

Geminal alkylation: substitutions of allyl sulfones. Regiocontrol via molybdenum catalysis

BM Trost, CA Merlic

Index: Trost, Barry M.; Merlic, Craig A. Journal of Organic Chemistry, 1990 , vol. 55, # 4 p. 1127 - 1129

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Citation Number: 45

Abstract

Summary: Base-catalyzed geminal alkylation of allyl sulfones combined with the ability of molybdenum to direct nucleophilic substitution of the sulfone converts allyl sulfones into 1,l- and 1,3-dipole synthons. ... The ability of a sulfone group to stabilize an a-car- banion which can then react with electrophilic reagents has long been utilized in organic synthesis.' However, the use of sulfones as electrophilic partners to replace the CS bond with a CC bond in a direct intermolecular ...

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