Chemistry of the Podocarpaceae. LXXV. The Conversion of 2-Oxomanoyl Oxide Into 2-oxo-γ-bicyclohomofarnesal

Abstract

2-Oxomanoyl oxide (6) has been converted into 2-oxo-13,14,15,16-tetranorlabd-8(17)-en-12-al (2), an oxygenated analogue of the ambergris odorant, γ-bicyclohomofarnesal (1). The acetoxy acid (10), a key intermediate in the sequence, has been synthesized by an improved route in 75% overall yield from (6).