| Autor: |
Kerner MJ; Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States., Wipf P; Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States. |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2021 May 07; Vol. 23 (9), pp. 3615-3619. Date of Electronic Publication: 2021 Apr 19. |
| DOI: |
10.1021/acs.orglett.1c01004 |
| Abstrakt: |
Selective lithiation of arylsulfonylbicyclo[1.1.0]butanes at the bridgehead methine and addition to carbonyl compounds yield tertiary bicyclobutyl alcohols that form spiro[3.4]octanes and related heteroatom-containing spirocycles via an acid- or halogen-mediated semipinacol rearrangement. Further synthetic transformations at the carbonyl or arylsulfone positions, in general in high yield and good chemoselectivity, allow access to acetals, difluorides, amides, and methylenecyclobutene building blocks. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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