1.
Org Lett
; 5(26): 4955-7, 2003 Dec 25.
Artigo
em Inglês
| MEDLINE
| ID: mdl-14682738
RESUMO
The first systematic study of the cis and trans stereoselectivity in the m-CPBA epoxidation of N-protected cyclic allylic amines has been completed. Mono-N-protected systems gave epoxides with cis stereochemistry (amides are better cis directors than sulfonamides or carbamates) whereas di-N-protected systems gave trans-epoxides (TsNBoc protection gave complete trans stereoselectivity). [structure: see text]