A highly diastereoselective Tandem radical reaction. Facile three-component routes to protected (E)-polysubstituted homoallylic alcohols

Yeong Jiunn Jang, Jhenyi Wu, Yung Feng Lin, Ching Fa Yao*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

10 引文 斯高帕斯(Scopus)

摘要

A facile synthesis of geometrically pure (E)-1,2,4-trisubstituted and (E)-1,2,4-tetrasubstituted homoallylic benzoates was developed. Various Lewis acids were subsequently evaluated in the diastereoselective radical substitution of (E)-β-nitrostyrene, and Titanium (IV) 2-ethylhexoxide emerged as the best Lewis acid in terms of yield and diastereoselectivity (up to 98% de). These reactions occurred with high regio-, diastereo- and stereoselectivity, and a possible mechanism to explain this transformation was proposed.

原文英語
頁(從 - 到)6565-6574
頁數10
期刊Tetrahedron
60
發行號31
DOIs
出版狀態已發佈 - 2004 七月 26

ASJC Scopus subject areas

  • 生物化學
  • 藥物發現
  • 有機化學

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