The initial step of this reaction occurs with a particular stereochemistry due to steric hindrance, resulting in an anti-Markovnikov product.
A dioxane-chloro version of the reagent in this reaction was developed by Kanth to increase selectivity for terminal substrates. Padra and Node developed the odorless reagents Dod-S-Me and MMS for this reaction. A common reagent used in this reaction is synthesized by adding 1,5-cyclooctadiene and some dimethyl sulfide to another compound. Its second stage involves addition of a hydroperoxide anion followed by a rearrangement with retention of configuration, while skipping that step allows the reactant to undergo a Suzuki coupling. The initial step of this reaction occurs with a particular stereochemistry due to steric hindrance, resulting in an anti-Markovnikov product. For 10 points, name this method of adding hydroxyl groups to alkenes, using boron.
A dioxane-chloro version of the reagent in this reaction was developed by Kanth to increase selectivity for terminal substrates.
 hydroboration-oxidation