Tetrahedron

Total synthesis of (+)-methyl trisporate B, fungal sex hormone

S Takahashi, T Oritani, K Yamashita

文献索引：Takahashi, Shunya; Oritani, Takayuki; Yamashita, Kyohei Tetrahedron, 1988 , vol. 44, # 23 p. 7081 - 7088

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被引用次数: 23

摘要

The enantioselective synthesis of (+)-methyl trisporates B (2 and 4) has been described. The chiral enedione 11, which was prepared by asymmetric aldol condensation of the prochiral triketone 12, was converted to α-hydroxyketone 9 via the oxobenzoate 10. Cleavage of acyloin moiety in 9 with lead tetraacetate led to the β-ionone type derivative 6. Regioselective Wittig reaction of 6 with the ylide 7, followed by deprotection, afforded (+)-( ...