Abstract
A general access to 5,8-disubstituted indolizidine alkaloids has been developed, where the asymmetric addition of an optically active allenyltitanium to benzyl[4-( tert-butyldimethylsilyloxy)butylidene]amine ( 2 ) is the key reaction. As a typical example, (−)-indolizidine 209B was efficiently synthesized in 40% overall yield in a five-step reaction starting from readily available ( S)-1-methyl-3-trimethylsilylprop-2-ynyl phosphate ( 1 ).
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