11072-19-8Relevant articles and documents
Synthesis of 2,2-disubstituted furanoid natural products: Total synthesis of sphydrofuran
Di Florio,Rizzacasa
, p. 8595 - 8598 (2007/10/03)
-
CHEMO-ENZYMATIC SYNTHESIS OF NAATURAL PRODUCTS: SYNTHESIS OF SPHYDROFURAN
Maliakel, Balu P.,Schmid, Walther
, p. 3297 - 3300 (2007/10/02)
A novel synthesis for sphydrofuran 1 has been developed.Starting with achiral materials the chiral centers of the target molecule were introduced via enzymatic methods as well as via a diastereoselective Grignard reaction.Rabbit muscle aldolase (RAMA)-catalyzed aldol condensation of chloroacetaldehyde 3 with dihydroxyacetone phosphate (DHAP) 4 affords the C-5 skeleton of 5 which was transformed to sphydrofuran 1 and its analogue 10 via a Grignard addition of allylmagnesium bromide followed by a Wacker reaction.