Simple, high-yield methods for the synthesis of aldehydes directly from o-, m-, and p-carborane and their further conversions.
Aldehydes have long served as important building blocks for synthetic chemists, and carboranyl aldehydes are no exception. Recent literature reports, for example, illustrate their application as intermediates in biomedicine, materials science, and basic organic chemistry. We report here new methods for the single-step preparation of C-monoformyl and C,C-diformyl derivatives directly from o-, m-, and p-carborane, as well as improved synthetic routes to homologated carboranyl aldehydes. Additionally, reductive amination is used to transform these aldehydes into a series of 2 degrees amines of alpha-amino acid esters.
Dozzo
Paola
P
Department of Pharmaceutical Chemistry, University of California, San Francisco, 94143-0446, USA.
Kasar
Ramesh A
RA
Kahl
Stephen B
SB
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D001880:Boranes / Q000737:chemistry*
D000447:Aldehydes; D001880:Boranes