Journal article icon

Journal article

Diastereoselective Simmons-Smith cyclopropanations of allylic amines and carbamates.

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

Actions


Access Document


Publisher copy:
10.1039/b711358g

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
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

Terms of use


Metrics


Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP