4.6 Article

Chiral N-tert-Butylsulfinyl Imines: New Discoveries

Journal

CHEMICAL RECORD
Volume 21, Issue 6, Pages 1300-1341

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.202000122

Keywords

N-tert-butylsulfinyl imines; organoalkaline compounds; Grignard reagents; organozinc reagents; organoboron compounds; organoaluminum derivatives; organoindium and organosilicon compounds

Funding

  1. Ministerio de Economia y Competitividad (MINECO) [CTQ2014-53695-P, CTQ2014-51912-REDC, CTQ2016-81797-REDC, CTQ2017-85093-P]
  2. Ministerio de Ciencia, Innovacion y Universidades [RED2018-102387-T, PID2019-107268GB-100]
  3. FEDER
  4. Generalitat Valenciana [PROMETEOII/2014/017]
  5. University of Alicante [VIGROB-068]

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This report comprehensively describes the reactions of chiral N-tert-butylsulfinyl imines with various organometallic reagents, which can be applied in the synthesis of organic nitrogenated molecules, especially in the field of alkaloid compounds.
In this account the reactions of chiral N-tert-butylsulfinyl imines with organometallic reagents such as organoalkaline (lithium, sodium, potassium and cesium derivatives), organomagnesium, organozinc, organoboron, organoaluminium, organoindium and organosilicon compounds is comprehensively described. The reactivity in all cases is derived to synthetic applications in order to prepare interesting organic nitrogenated molecules, especially in the field of alkaloid compounds.

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