m-Chloroperbenzoic acid (MCPBA) epoxidation of dipeptide olefins proceeds in high syn diastereoselectivity (38:1-300:1). This is partially caused by conformational constraints introduced by the side chain that orients the allylic NH in a favorable position for hydrogen bonding to MCPBA. The possibility of an additional hydrogen bond between the N-terminal NH and MCPBA is excluded.
DIASTEREOSELECTIVE EPOXIDATION OF DIPEPTIDE OLEFINS / S. ROMEO, D. RICH. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 34:45(1993), pp. 7187-7190.
DIASTEREOSELECTIVE EPOXIDATION OF DIPEPTIDE OLEFINS
S. ROMEOPrimo
;
1993
Abstract
m-Chloroperbenzoic acid (MCPBA) epoxidation of dipeptide olefins proceeds in high syn diastereoselectivity (38:1-300:1). This is partially caused by conformational constraints introduced by the side chain that orients the allylic NH in a favorable position for hydrogen bonding to MCPBA. The possibility of an additional hydrogen bond between the N-terminal NH and MCPBA is excluded.
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
