Determination of the stereochemistry and the total synthesis of alternaric acid 1 has been achieved. The stereostructure of 1 has been elucidated by stereoselective synthesis of four diastereoisomers of the C (9)-C (14) fragment 6, which had been obtained as a degradation product during structural studies. Key reactions of the total synthesis of 1 include the Julia olefination of tertiary aldehyde 6 and phenylsulfone 7 and novel one-pot construction of 3- ...
[Pundeer, Rashmi; Chaudhri, Vishwas; Kinger, Mayank; Prakash, Om Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007 , vol. 46, # 5 p. 834 - 837]
[Groutas, William C.; Stanga, Michael A.; Brubaker, Michael J.; Huang, Tien L.; Moi, Min K.; Carroll, Robert T. Journal of Medicinal Chemistry, 1985 , vol. 28, # 8 p. 1106 - 1109]