Asymmetric Synthesis of Tertiary Alcohols and Thiols via Nonstabilized Tertiary α-Oxy- and α-Thio-Substituted Organolithium Species.
Angew Chem Int Ed Engl
; 56(36): 10835-10839, 2017 08 28.
Article
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| MEDLINE
| ID: mdl-28783238
ABSTRACT
Nonstabilized α-O-substituted tertiary organolithium species are difficult to generate, and the α-S-substituted analogues are configurationally unstable. We now report that they can both be generated easily and trapped with a range of electrophiles with high enantioselectivity, providing ready access to a range of enantioenriched tertiary alcohols and thiols. The configurational stability of the α-S-organolithium species was enhanced by using a less coordinating solvent and short reaction times.
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MEDLINE
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En
Revista:
Angew Chem Int Ed Engl
Año:
2017
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Article
País de afiliación:
Reino Unido