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We describe here a synthesis of (4S)-2-(acetoxymethyl)-4-(tert-butyldiphenylsilyloxy)-2-cyclopenten-1-one 1 from l-malic acid in seven steps via an intramolecular aldolization-dehydration cyclization reaction of the acyclic 1,6-dialdehyde 10. The conditions of the intramolecular aldolization-dehydration cyclization reaction were also optimized.
Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Feng-Ling Road, Shanghai 200032, PR China
The Faculty of Chemistry and Pharmaceutical Engineering, East China University of Science and Technology, PO Box 361, 130 Mei-Long Road, Shanghai 200237, PR China
The Faculty of Chemistry and Pharmaceutical Engineering, East China University of Science and Technology, PO Box 361, 130 Mei-Long Road, Shanghai 200237, PR China