Journal
ORGANIC LETTERS
Volume 12, Issue 21, Pages 4712-4715Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1021965
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An expedient enantioselective synthesis of the Delta(4)-oxocene cores present in (+)-laurencin and (+)-prelaureatin was accomplished in eight steps via a novel one-pot regio- and stereoselective ring cyclization fragmentation expansion cascade from the tetrahydrofuran precursors which were prepared by stereocontrolled cyclization from vinylsilanes. This process is highlighted by an intramolecular oxo-carbenoid insertion and a beta-silyl fragmentation sequence.
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