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Issue 8, 1999
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Diastereo- and enantioselective synthesis of 2,8-dioxabicyclo[3.3.0]octan-3-one derivatives

Abstract

An efficient asymmetric synthesis of 4-substituted (1S,4S,5R)-2,8-dioxabicyclo[3.3.0]octan-3-one derivatives (de [gt-or-equal]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.

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Chem. Commun., 1999, 701-702
Article type
Paper

Diastereo- and enantioselective synthesis of 2,8-dioxabicyclo[3.3.0]octan-3-one derivatives

D. Enders, J. Vázquez and G. Raabe, Chem. Commun., 1999, 701
DOI: 10.1039/A809611B

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