1538575-96-0Relevant academic research and scientific papers
An efficient synthesis of the C27-C45 fragment of lagunamide A, a cyclodepsipeptide with potent cytotoxic and antimalarial properties
Chang, Ching-Yao,Liu, Hui-Ming,Chang, Chieh-Yu,Lai, Ya-Chi,Yang, Mei-Due
, p. 187 - 192 (2014)
An efficient and stereoselective synthesis of the entire C27-C45 moiety of lagunamide A has been achieved from 1-[(4S)-4-benzyl-2-thioxothiazolidin-3-yl] propan-1-one in six steps with 22% overall yield. The key step in the synthesis is an asymmetric acetal aldol reaction featuring the enantioselective addition of a chiral thiazolidinethione-derived titanium enolate to an acetal to establish the stereochemistry at C39.
