Highly sterically hindered olefins: a case of E- and Z-di-tert-butyl alpha,beta-unsaturated acids.
Use of a superbase in the Favorskii rearrangement of 12 resulted in the synthesis of highly sterically hindered olefins, (E)-2- tert-butyl-4,4-dimethyl-pent-2-enoic acid (4) and (Z)-2- tert-butyl-4,4-dimethyl-pent-2-enoic acid (3).
Ionkin
Alex S
AS
DuPont Central Research & development, Experimental Station, Wilmington, Delaware 19880-0500, USA. alex.s.ionkin@usa.dupont.com
Marshall
William J
WJ
Fish
Brian M
BM
D000475:Alkenes / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D005231:Fatty Acids, Unsaturated