Sulfonylcarbamate as a versatile and unique hydroxy-protecting group: a protecting group stable under severe conditions and labile under mild conditions. 2013

Shino Manabe, and Masanori Yamaguchi, and Yukishige Ito
RIKEN, Synthetic Cellular Chemistry Laboratory, Hirosawa, Wako, Saitama 351-0198, Japan. smanabe@riken.jp.

The sulfonylcarbamate group is a unique hydroxyl protecting group. In contrast to typical acyl protecting groups, the sulfonylcarbamate group is stable under harsh basic conditions, while showing labile behavior under mild basic conditions. Its compatibility with other hydroxyl protecting groups and application to carbohydrate chemistry is demonstrated.

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