79847-83-9Relevant academic research and scientific papers
Application of modified Mosher's method for primary alcohols with a methyl group at C2 position.
Tsuda, Masashi,Toriyabe, Yuki,Endo, Tetsuya,Kobayashi, Jun'ichi
, p. 448 - 451 (2007/10/03)
The absolute configurations of a series of primary alcohols possessing a branched methyl group at C2 position were examined on the basis of a modified Mosher's method proposed by Minale et al. It was revealed that in many cases the absolute configurations
A Chemoenzymatic Synthesis of Enantiomerically Pure (R)- and (S)-2-Methyldecan-1-ol
Ferraboschi, Patrizia,Grisenti, Paride,Manzocchi, Ada,Santaniello, Enzo
, p. 1159 - 1162 (2007/10/02)
(R)- and (S)-methyldecan-1-ol 3a has been prepared in >98percent enantiomeric excess (ee) by transesterification with vinyl acetate in chloroform in the presence of Pseudomonas fluorescens lipase.Oxidation of the alcohol 3a affords nearly optically pure 2-methyldecanoic acid 3b.
CHIRAL SYNTHESIS OF (2S,3S,7S)-3,7-DIMETHYLPENTADECAN-2-YL ACETATE AND PROPIONATE, POTENTIAL SEX PHEROMONE COMPONENTS OF THE PINE SAW-FLY NEODIPRION SERTIFER (GEOFF.)
Bystroem, Styrbjoern,Hoegberg, Hans-Erik,Norin, Torbjoern
, p. 2249 - 2254 (2007/10/02)
A synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-yl acetate (2) and propionate (3) is described. (2S)-2-Methyldecan-1-yl lithium (5) was reacted with (3S,4S)-3,4-dimethyl-γ-butyrolactone (6) to yield the ketoalcohol 19 which upon Huang-Minlon reduction furnished (2S,3S,7S)-3,7-dimethylpentadecan-2-ol (1).Acylations gave the esters 2 and 3.The (2S)-2-methyldecan-1-yl lithium was obtained via asymmetric synthesis.The chiral lactone 6 was obtained from (2S,3S)-trans-2,3-epoxybutane and dimethylmalonate.
