Tetrahedron Letters p. 7135 - 7138 (1999)
Update date:2022-07-30
Topics:
Anderson, James C.
McDermott, Benjamin P.
The asymmetric synthesis of a differentially protected F-pyran ring of the altohyrtins has been achieved through an intramolecular cyclisation of a C43 hydroxyl group onto a C38-C39 epoxide. Absolute stereochemistry was derived from an Evans boron aldol to control C40 and C41, the C42-C43 hydroxyl stereocentres from a Sharpless(-)-diethyl tartrate controlled epoxidation and the remaining stereocentres from substrate controlled diastereoselection.
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