Tetrahedron p. 5401 - 5412 (1990)
Update date:2022-08-04
Topics:
Bull, James R.
Steer, Lynne M.
Dillen, Jan L. M.
17β-Acetoxy-3-methoxyestra-1,3,5(10)-triene-14,17α-dicarbaldehyde (1) undergoes base-mediated intramolecular condensation to give a mixture of the (141R)- and (141S)-141,20-hemiacetals of (20R)-14-formyl-20-hydroxy-3-methoxy-19-nor-17α-pregna-1,3,5(10)-triene-21,17-carbolactone (2).The synthesis of derived 19-nor-17-spirolactones is described, and it is shown that 14-functionality participates in unusual intramolecular rearrangements.
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