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[reaction: see text] Synthesis of a spirocyclization precursor with a truncated D ring has been accomplished. Subsequent bis-spirocyclization induced the formation of equal amounts of the natural transoidal 10R,13R bis-spirocycle and its cisoidal 10R,13S epimer under an apparent thermodynamically controlled process.

Synthesis of the ABC Ring System of Azaspiracid. 1. Effect of D Ring Truncation on Bis-spirocyclization