Cyclic allylic carbonates as a renewable platform for protecting chemistry in water,Green Chemistry

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Cyclic allylic carbonates as a renewable platform for protecting chemistry in water
Green Chemistry ( IF 9.3 ) Pub Date : 2018-06-14 , DOI: 10.1039/c8gc01622d
Peter Olsén _{1,

2,

3,

4,

5} , Jennifer Morvan _{1,

2,

3,

4,

5} , Supaporn Sawadjoon _{1,

2,

3,

4,

5} , Andrey Shatskiy _{1,

2,

3,

4,

5} , Eric V. Johnston _{5,

6,

7} , Björn Åkermark _{1,

2,

3,

4,

5}

Affiliation

The present work explores different cyclic allylic carbonates as a potential class of allylcarbamate precursors. The 5-membered carbonate formed a carbamate with very good thermal and pH stability, which could be cleanly deprotected in aqueous solution, in just 30 min with 2 mol% Pd(OAc)₂ as catalyst. The polar nature of the installed motif made it possible to deprotect highly unpolar substrates in water as solvent.

中文翻译：

环状烯丙基碳酸酯作为保护水中化学物质的可再生平台

本工作探讨了不同的环状烯丙基碳酸酯作为烯丙基氨基甲酸酯前体的潜在类别。5元碳酸盐形成氨基甲酸酯，具有很好的热稳定性和pH稳定性，可以在短时间内使用2 mol％Pd（OAc）₂作为催化剂在水溶液中彻底脱保护。所安装图案的极性性质使其可以在作为溶剂的水中对高度非极性的底物进行脱保护。

更新日期：2018-07-16

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