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Towards Highly Activating Leaving Groups: Studies on the Preparation of Some Halogenated Alkyl Sulfonates

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Author(s): Thomas Netscher | Patrick Bohrer

Journal: Molecules
ISSN 1420-3049

Volume: 7;
Issue: 8;
Start page: 601;
Date: 2002;
Original page

Keywords: Alkylation reagents | SN2 substitution reactions | steric hindrance | sulfonic esters | sulfur-oxygen bond cleavage.

ABSTRACT
The trichloromethylsulfonyl-, dichloromethylsulfonyl-, chlorosulfonyl-, and fluorosulfonyl esters of a neopentyl-type alcohol have been prepared via sulfonylation or sulfinylation followed by oxidation. The preparative usefulness and potential of the transformations are discussed.
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