Stereoselective total synthesis of (−)-zeylenol, a key intermediate for the synthesis of (+)-pipoxide, (−)-uvarigranol G and (−)-tonkinenin A.

Total synthesis of (−)-zeylenol, a key intermediate for the synthesis of (+)-pipoxide, (−)-uvarigranol G and (−)-tonkinenin A was achieved from commercially available starting material d -mannose. The key steps are mixed aldol condensation, Grignard reaction, ring closing metathesis and regioselective benzoylation. [ABSTRACT FROM AUTHOR]