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The evasive hypoiodous acid is generated in situ from NaOCl and NaI and used efficiently for clean iodohydroxylation of 1, producing the Crixivan ( R) intermediate 2 in high yield with highly efficient 1,3-asymmetric induction. This pH-tunable process allows HOI generation at a pH optimal for supressing byproduct formation in pH-sensitive iodohydroxylation reactions.
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