- Abstract:
- Cyclopropanation of 3-(N,N-dibenzylamino)cyclohexene with either Zn(CH(2)I)(2)(Wittig-Furukawa reagent) or CF(3)CO(2)ZnCH(2)I (Shi's reagent) gives the corresponding syn-cyclopropane as a single diastereoisomer, whilst cyclopropanation of 3-(N-tert-butoxycarbonylamino)cyclohexene with CF(3)CO(2)ZnCH(2)I gives the corresponding anti-cyclopropane exclusively; facile N-deprotection gives access to either diastereoisomer of the trifluoroacetic acid salt of 2-aminobicyclo[4.1.0]heptane.
- Publication status:
- Published
- Publisher copy:
- 10.1039/b711358g
-
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- Journal:
- Chemical communications (Cambridge, England)
- Issue:
- 39
- Pages:
- 4029-4031
- Publication date:
- 2007-10-05
- DOI:
- EISSN:
-
1364-548X
- ISSN:
-
1359-7345
- URN:
-
uuid:9f5573d5-719d-4aa1-b13a-35524f8d211c
- Source identifiers:
-
33994
- Local pid:
- pubs:33994
- Language:
- English
- Copyright date:
- 2007
Journal article
Diastereoselective Simmons-Smith cyclopropanations of allylic amines and carbamates.
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