Stereoelectronic effect for the selectivity in C-H insertion of alkylidene carbenes and its application to the synthesis of platensimycin.
J Am Chem Soc
; 131(24): 8413-5, 2009 Jun 24.
Article
in En
| MEDLINE
| ID: mdl-19473019
ABSTRACT
A systematic study of C-H insertion reactions with variously substituted and conformationally constrained substrates was carried out. High selectivity in the insertion between two competing C-H bonds caused by a strong stereoelectronic effect of an oxygen substituent was achieved. This regioselective C-H insertion reaction was employed as a platform to develop a concise asymmetric synthesis of platensimycin.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Adamantane
/
Alkenes
/
Aminobenzoates
/
Anilides
/
Methane
Language:
En
Journal:
J Am Chem Soc
Year:
2009
Document type:
Article
Affiliation country: