Remote stereocontrol by sulfinyl groups: asymmetric alkylation of chiral 2-p-tolylsulfinyl benzyl carbanions |
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| Authors: | José L. Garcí a Ruano,M. Teresa Aranda,Margarita Puente |
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| Affiliation: | Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain |
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| Abstract: | ![]()
Alkylation reactions of the benzyllithiums derived from enantiomerically pure 2-p-tolylsulfinyl alkylbenzenes have been carried out with excellent yields and high de. A lithiation-substitution sequence, stereochemically controlled by a remote sulfoxide, accounts for the experimental results. |
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| Keywords: | Benzylic stereocenter Chiral benzyllithium Sulfoxide Remote stereocontrol Asymmetric alkylation 1,4-Induction process |
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