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Rapid conversion of hindered arylsulfonates to alkyl chlorides with retention of configuration.

ABSTRACT: Arylsulfonates of hindered secondary alcohols are converted to the corresponding alkyl chlorides very rapidly and in good yields in the presence of titanium tetrachloride at low temperatures. These reactions proceed with exclusive retention of configuration.

SUBMITTER: Lepore SD

PROVIDER: S-EPMC2527058 | biostudies-literature | 2006 Apr

REPOSITORIES: biostudies-literature

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Rapid conversion of hindered arylsulfonates to alkyl chlorides with retention of configuration.

Lepore Salvatore D SD Bhunia Anjan K AK Mondal Deboprosad D Cohn Pamela C PC Lefkowitz Craig C

The Journal of organic chemistry 20060401 8

Arylsulfonates of hindered secondary alcohols are converted to the corresponding alkyl chlorides very rapidly and in good yields in the presence of titanium tetrachloride at low temperatures. These reactions proceed with exclusive retention of configuration. ...[more]

PMID: 16599631

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