An efficient asymmetric synthesis of 4-substituted (1S,4S,5R)-2,8-dioxabicyclo[3.3.0]octan-3-one derivatives (de ![[gt-or-equal]](https://www.rsc.org/images/entities/char_2a7e.gif)
98%, ee = 80–>98%) in good overall yields is reported by a stepwise Michael addition–α-alkylation and subsequent hydrolytic domino reaction protocol employing formaldehyde SAMP-hydrazone as a neutral formyl anion equivalent and 5,6-dihydro-2H-pyran-2-one as a Michael acceptor.
D. Enders, J. Vázquez and G. Raabe, Chem. Commun., 1999, 701 DOI: 10.1039/A809611B
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