1.
Org Lett
; 18(12): 2868-71, 2016 06 17.
Article
in English
| MEDLINE
| ID: mdl-27267744
ABSTRACT
Desmethyl erythronolides have emerged as macrolide targets that may prove effective against resistant bacteria. A five-step sequence to 4,10-didesmethyl (9S)-dihydroerythronolide A (1) from known cyclic bis[allene] 13 is reported. Key structural and mechanistic aspects of the synthesis are discussed along with catalytic allene osmylation. An improved route to 13 is also described.