83921-01-1Relevant articles and documents
A reagent for selective deprotection of alkyl acetates
Xu, Yao-Chang,Bizuneh, Amsalu,Walker, Clint
, p. 9086 - 9089 (2007/10/03)
The use of magnesium methoxide for selective deprotection of alkyl esters is described. By adjusting the equivalents of the magnesium methoxide reagent, it is possible to selectively cleave primary acetate in the presence of secondary and tertiary acetate and to cleave secondary acetate in the presence of tertiary acetate. A high selectivity can also be obtained for the same primary acetates if the β-positions of the acetates render a different steric bulkiness. This mild reagent has been successfully applied to the selective deprotection of many natural-occurring molecules including hydroxycitronnellol diacetate, trans-sobrerol diacetate, betulin diacetate, and baccatin III.
Electrochemical Synthesis of Sobrerol O-Derivatives
Gora, J.,Smigielski, K.,Kula, J.
, p. 759 - 761 (2007/10/02)
(+/-)-α-Pinene (1) has been converted electrochemically to (+/-)-cis/trans-sobrerol dimethyl ether (2a/2b) and (+/-)-trans-sobrerol diacetate (3), which can be hydrolyzed to (+/-)-trans-sobrerol (5) or its monoacetate (4).
THE STEREOSPECIFIC HYDROXILATION OF ENDOCYCLIC ETHYLENIC LINKAGE IN THE BIOTRANSFORMATION OF α- TERPINYL ACETATE WITH CULTURED SUSPENSION CELLS OF NICOTIANA TABACUM
Hirata, Toshifumi,Lee, Ym Sook,Suga, Takayuki
, p. 671 - 674 (2007/10/02)
The biotransformation of (+/-)-8-acetoxy-p-menth-1-ene (α-terpinyl acetate) with the cultured cells of Nicotiana tabacum was found to result in the predominant formation of 8-acetoxy-c-4-p-menthane-r-1, t-2-diol.This experimental result indicates that the hydroxylation of the endocyclic ethylenic linkage with the cultured suspension cells is stereospecific.
THE ENANTIOSELECTIVE BIOTRANSFORMATION OF α-TERPINEOL AND ITS ACETATE WITH THE CULTURED CELLS OF NICOTIANA TABACUM
Suga, Takayuki,Hirata, Toshifumi,Lee, Ym Sook
, p. 1595 - 1598 (2007/10/02)
In the biotransformation of the enantiomers of p-ment-1-en-8-ol (α-terpineol) and 8-acetoxy-p-ment-1-ene (α-terpinyl acetate) with the cultured suspension cells of Nicotina tabacum, it was clarified that the cultured cells effected the hydroxylation at the 6-position of (4R)-(+)-enantiomer in preference to the (4S)-(-)-enantiomer, whereas the cells did the hydrolysis of the acetoxyl group and the hydroxylation of the ethylenic linkage of (4S)-(-)-α-terpinyl acetate in preference to the (4R)-(+)-enantiomer.