Directed nucleophilic addition of phenoxides to cyclopropenes

The alkali metal-templated addition of aryloxides across the double bond of non-conjugated cyclopropenes is described. High cis-selectivity is achieved through a directing effect of a strategically positioned carboxamide functionality. © 2017 The Royal Society of Chemistry.

Авторы
Yamanushkin P. 1 , Lu-Diaz M. 2, 1 , Edwards A. 1 , Aksenov N.A. 3 , Rubina M. 4, 1 , Rubin M. 3, 1
Журнал
Organic and Biomolecular Chemistry
Издательство
Royal Society of Chemistry
Номер выпуска
38
Язык
Английский
Страницы
8153-8165
Статус
Опубликовано
Ссылка
Внешняя ссылка
DOI
10.1039/C7OB01785E
Том
15
Год
2017
Организации
  • 1 Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr., Lawrence, KS 66045-7582, United States
  • 2 Department of Chemistry, University of Puerto Rico at Mayaguez, Q-153 259 Alfonso Valdez Blvd, Mayagüez, 00681, Puerto Rico
  • 3 Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol, 355009, Russian Federation
  • 4 Peoples' Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
Ключевые слова
Alkali metals; Carboxamides; cis-Selectivity; Cyclopropenes; Double bonds; Nucleophilic additions; Templated; Addition reactions
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