In addition to organic halides, alkyl tosylates (R′OTs) reactwith organocuprates (R2CuLi) to form coupling products R–R′. When 2°alkyl tosylates are used as starting materials (R2CHOTs), inversion of theconfiguration at a stereogenic center results. Keeping this in mind, drawthe product formed when each compound is treated with (CH3)2CuLi.

In addition to organic halides, alkyl tosylates (R′OTs) reactwith organocuprates (R2CuLi) to form coupling products R–R′. When 2°alkyl tosylates are used as starting materials (R2CHOTs), inversion of theconfiguration at a stereogenic center results. Keeping this in mind, drawthe product formed when each compound is treated with (CH3)2CuLi.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 20MP

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In addition to organic halides, alkyl tosylates react with organocuprates (R2CuLi) to form coupling products R–R′. When 2° alkyl tosylates are used as starting materials (R2CHOTs), inversion of the configuration at a stereogenic center results. Keeping this in mind, draw the product formed when each compound is treated with (CH3)2CuLi.
In addition to organic halides, alkyl tosylates (R'OTs. Section 9.13) also react with organocuprates (R2CuLi) to form coupling products R – R'. When 2° alkyl tosylatee are used as starting materials (R2CHOTs), inversion of the conguration at a stereogenic center results. Keeping this in mind, draw the product formed when each compound is treated with (CH3)2CuLi.
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In addition to organic halides, alkyl tosylates (R'OTs. Section 9.13) also react with organocuprates (R2CuLi) to form coupling products R – R'. When 2° alkyl tosylatee are used as starting materials (R2CHOTs), inversion of the configuration at a stereogenic center results. Keeping this in mind, draw the product formed when each compound is treated with (CH3)2CuLi.
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