Highly enantioenriched allenylsilanes participate in Lewis acid mediated annulations with in situ generated iminium ions derived from tert-butyl carbamate and methyl carbamate to selectively form functionalized 4,5-dihydropyrroles and 4,5-dihyrooxazines, respectively. The dihydropyrrole products were further elaborated in a stereocontrolled vinylsilane terminated cyclization with in situ generated oxonium ions, resulting in pyranopyrroles.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3164280 | PMC |
http://dx.doi.org/10.1021/ol802618p | DOI Listing |
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