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Equilibration of C4-hydroxy bis-spiroketals. Reagents and conditions: a) TBAF, THF; b) CSA, tBuOH/PhMe (1:1), 18 h; c) TBSOTf, 2,6-lutidine, CH2Cl2, 78°C, 99%; d) LiDBB, THF, −78°C, 95%; e) TPAP, NMO, CH2Cl2, M.S.; 67%; f) DIBAL-H, CH2Cl2, 90%. TBAF = tetra-n-butylammonium fluoride; DBB = lithium 4,4–di-tert-butylbiphenylide.
