Liebigs Annalen der Chemie

Synthetic microbial chemistry, XXIV. Synthesis of antibiotic 1233A, an inhibitor of cholesterol biosynthesis

K Mori, Y Takahashi

Index: Mori, Kenji; Takahashi, Yoshio Liebigs Annalen der Chemie, 1991 ,  # 10  p. 1057 - 1065

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Citation Number: 14

Abstract

Abstract A synthesis of 1233A [(2E, 4E, 7R, 2′ R, 3′ R)-11-[3′-(hydroxymethyl)-4′-oxo- 2′-oxetanyl]-3, 5, 7-trimethyl-2, 4-undecadienoic acid (1a)] was achieved by employing (R)- 2-hydroxymethyl-3-butenyl acetate (2a) and (R)-citronellic acid (3) as chiral building blocks. The former was prepared by lipase-mediated asymmetric hydrolysis of the corresponding diacetate.