Tetrahedron Letters p. 3297 - 3300 (1992)
Update date:2022-09-26
Topics:
Maliakel, Balu P.
Schmid, Walther
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.
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