Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes

Stepan Chuprakov, Brady T. Worrell, Nicklas Selander, Rakesh K. Sit, Valery V. Fokin

Результат исследований: Материалы для журналаСтатья

143 Цитирования (Scopus)

Выдержка

Rhodium(II) azavinyl carbenes, conveniently generated from 1-sulfonyl-1,2,3-triazoles, undergo a facile, mild, and convergent formal 1,3-insertion into N-H and O-H bonds of primary and secondary amides, various alcohols, and carboxylic acids to afford a wide range of vicinally bisfunctionalized (Z)-olefins with perfect regio- and stereoselectivity. Utilizing the distinctive functionality installed through these reactions, a number of subsequent rearrangements and cyclizations expand the repertoire of valuable organic building blocks constructed by reactions of transition-metal carbene complexes, including α-allenyl ketones and amino-substituted heterocycles.

Язык оригиналаАнглийский
Страницы (с-по)195-202
Число страниц8
ЖурналJournal of the American Chemical Society
Том136
Номер выпуска1
DOI
СостояниеОпубликовано - 8 янв 2014
Опубликовано для внешнего пользованияДа

Отпечаток

Stereoselectivity
Regioselectivity
Rhodium
Cyclization
Metal complexes
Ketones
Carboxylic acids
Amides
Olefins
Transition metals
Alcohols
Coordination Complexes
Alkenes
Carboxylic Acids
carbene
1-sulfonyl-1,2,3-triazole

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Цитировать

Chuprakov, S., Worrell, B. T., Selander, N., Sit, R. K., & Fokin, V. V. (2014). Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes. Journal of the American Chemical Society, 136(1), 195-202. https://doi.org/10.1021/ja408185c

Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes. / Chuprakov, Stepan; Worrell, Brady T.; Selander, Nicklas; Sit, Rakesh K.; Fokin, Valery V.

В: Journal of the American Chemical Society, Том 136, № 1, 08.01.2014, стр. 195-202.

Результат исследований: Материалы для журналаСтатья

Chuprakov, S, Worrell, BT, Selander, N, Sit, RK & Fokin, VV 2014, 'Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes', Journal of the American Chemical Society, том. 136, № 1, стр. 195-202. https://doi.org/10.1021/ja408185c
Chuprakov, Stepan ; Worrell, Brady T. ; Selander, Nicklas ; Sit, Rakesh K. ; Fokin, Valery V. / Stereoselective 1,3-insertions of rhodium(II) azavinyl carbenes. В: Journal of the American Chemical Society. 2014 ; Том 136, № 1. стр. 195-202.
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