Pure Appl. Chem., 2002, Vol. 74, No. 1, pp. 175-180
http://dx.doi.org/10.1351/pac200274010175
Stereoselective syntheses of heterocycles via metallated alkoxyallenes
Abstract:
n-Butyllithium smoothly deprotonates alkoxyallenes at C-1. The generated lithiated species reacts with a variety of electrophiles furnishing after cyclization functionalized furan, pyrrole, or 1,2-oxazine derivatives. The formation of new CC bonds often occurs with high stereoselectivities, which are exploited for efficient and selective syntheses of natural products or other compounds of interest.