Tetrahedron Letters p. 6501 - 6504 (1988)
Update date:2022-08-11
Topics:
Cauwberghs, Serge G.
De Clercq, Pierre J.
The 6-step sequence to trienone 2, a known intermediate for the total synthesis of periplanone-B, involves the conversion of 3 into 4 using dilithiated propadiene, the IMDA of 4 to exo-adducts 5 and 6, the conversion of 5 to diol 8 via a radical anion promoted cleavage of the oxygen bridge, and an in-situ low temperature Grob fragmentation to 2.
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