123487-14-9Relevant articles and documents
Synthesis and stereochemistry of insect derived spiroacetals with branched carbon skeletons
Tu,Huebener,Zhang,Moore,Fletcher,Hayes,Dettner,Francke,McErlean,Kitching
, p. 1956 - 1978 (2007/10/03)
About thirty constitutionally different spiroacetals have been characterised from insects but only three have branched carbon skeletons. Two are based on the 1,7-dioxaspiro[5.5]undecane system and are certain stereoisomers of the 2,4,8-trimethyl derivative, from the aposematic shield bug, Cantao parentum (White), and a 2,2,8-trimethyl derivative from the rove beetle, Ontholestes murinus (L). The 1,6-dioxaspiro[4.5]decane system is represented by a stereoisomer of the 2,3,7-trimethyl derivative in the Cantao species. The elucidation of their structures and stereochemistry by spectroscopy, synthesis and enantioselective gas chromatography is described.
Synthetic Microbial Chemistry, XXIV. - Synthesis of Antibiotic 1233A, an Inhibitor of Cholesterol Biosynthesis
Mori, Kenji,Takahashi, Yoshio
, p. 1057 - 1065 (2007/10/02)
A synthesis of 1233A -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. Key Words: Antibiotic 1233A / Cholesterol biosynthesis, inhibitor of / β-Lactone / Lipase, asymmetric hydrolysis with / Sulfone, alkylation of