Tetrahedron Letters p. 5413 - 5416 (1993)
Update date:2022-08-05
Topics:
Martinelli
Peterson
Khau
Hutchison
Sullivan
Intramolecular cyclization of N-acylated meroquinene t-butyl esters in cold H2SO4 cleanly afforded cis-4a(S), 8a(R)-decahydro-6(2H)-isoquinolones with complete stereocontrol in >95% yield. Formation of the meroquinene esters from cinchona alkaloid autoxidation using an improved Doering protocol was accomplished in three steps with 85% overall yield.
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(1987)
