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Nucleophilic Allylation of Acylsilanes in Water: An Effective Alternative to Functionalized Tertiary α-Silylalcohols.
Liang, Xiu-Xia; Zhu, Chen; Zhang, Wang; Du, Ya-Nan; Xu, Lei; Liu, Lihua; Zhang, Yicheng; Han, Man-Yi.
Afiliação
  • Liang XX; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Zhu C; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Zhang W; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Du YN; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Xu L; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Liu L; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Zhang Y; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
  • Han MY; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; College of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.
J Org Chem ; 88(16): 12087-12099, 2023 Aug 18.
Article em En | MEDLINE | ID: mdl-37497648
ABSTRACT
A nucleophilic allylation of acylsilanes in water was developed, generating versatile functionalized tertiary α-silyl alcohols in high yields. With the assistance of hydrogen bonding, a reaction model of less reactive acylsilane was achieved. Unlike the conventional strategy, transition metals and an additional Lewis acid catalyst were not required, and rate acceleration was observed in water.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2023 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2023 Tipo de documento: Article