Catalyst-free nucleophilic addition reactions of silyl glyoxylates in water,Green Chemistry

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Catalyst-free nucleophilic addition reactions of silyl glyoxylates in water
Green Chemistry ( IF 9.3 ) Pub Date : 2018-02-19 00:00:00 , DOI: 10.1039/c7gc03775a
Man-Yi Han _{1,

2,

3,

4} , Jing Lin _{1,

2,

3,

4} , Wei Li _{1,

2,

3,

4} , Wen-Yu Luan _{1,

2,

3,

4} , Pei-Lin Mai _{1,

2,

3,

4} , Yong Zhang _{5,

6,

7,

8}

Affiliation

A novel catalyst-free addition of thiols to silyl glyoxylates was developed in water, providing an efficient route for the synthesis of α-hydroxysilanes. In the activation of silyl glyoxylates, hydrogen bonding is critical to the reaction, and rate acceleration was observed in water. Moreover, the competing Brook rearrangement was significantly suppressed with the assistance of water.

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