Tetrahedron Letters p. 5073 - 5076 (1988)
Update date:2022-08-05
Topics:
Maryanoff, Bruce E.
McComsey, David F.
Mutter, Martin S.
Sorgi, Kirk L.
Maryanoff, Cynthia A.
Either diastereomer of 2 or 10 is deoxygenated with BH3-THF/CF3CO2H to give mainly the trans product, 3b or 11b.The process involes a key enammonium-iminium rearrangement in which there is almost exclusive proton delivery from a single face.
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Doi:10.1039/j39680002537
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