Stereoselective Total Synthesis of the Proposed Structure of 2-Epibotcinolide

• Published in: Organic letters Vol. 8; no. 23; pp. 5279 - 5282
• Main Authors: Shiina, Isamu, Takasuna, Yu-ji, Suzuki, Ryo-suke, Oshiumi, Hiromi, Komiyama, Yuri, Hitomi, Seiichi, Fukui, Hiroki
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 09.11.2006; Amer Chemical Soc
• Subjects: Botrytis - metabolism; Chemistry; Chemistry, Organic; Cyclization; Decanoates - chemical synthesis; Decanoates - metabolism; Lactones - chemical synthesis; Lactones - metabolism; Molecular Structure; Physical Sciences; Pyrones - chemical synthesis; Pyrones - metabolism; Science & Technology; BENZOIC ANHYDRIDES; ASYMMETRIC ALDOL REACTION; OCTALACTIN; METABOLITES; BOTRYTIS-CINEREA; SILYL ENOL ETHERS; CARBOXYLIC ESTERS; ALDEHYDES; LACTONIZATION; BOTCINOLIDE

The total synthesis of pseudo 2-epibotcinolide (1b) through several featured synthetic approaches has been attained. First, the chiral linear precursors of the nine-membered ring compound is stereoselectively constructed by the asymmetric aldol reaction for producing β-hydroxy ester units. Second, t...