A concise synthesis of silanediol-based transition-state isostere inhibitors of proteases.
[reaction: see text] An efficient synthesis of silanediol-based transition-state inhibitors of proteases is described. A new convergent synthesis has been optimized by using a two-step sequence of hydrosilylation followed by the addition of a silyllithio species to an imine. The method should be applicable to the synthesis of a wide variety of silanediol isosteres to probe the utility of this unique transition-state isostere.
Organ
Michael G
MG
The Department of Chemistry, York University, Toronto, Ontario M3J 1P3, Canada. organ@yorku.ca
Buon
Christophe
C
Decicco
Carl P
CP
Combs
Andrew P
AP
D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D012821:Silanes / Q000737:chemistry*
D011480:Protease Inhibitors; D012821:Silanes