BF3·OEt2 mediated regioselective deacetylation of polyacetoxyacetophenones and its application in the synthesis of natural products
We have developed an efficient method to regioselectively deacetylate polyacetoxyacetophenones using BF3·OEt2 in excellent yields and demonstrated the application of the procedure in the synthesis of natural products.
Narender,Papi Reddy,Kumar, Brijesh
p. 4409 - 4415
(2008/12/21)
Synthesis of (+/-)-Flemistrictin-E and Flemistrictin-F
(+/-)-Flemistrictin-E (I) has been synthesised by selective acetylation of the non-chelated hydroxyl of 3-C-prenylresacetophenone (III), treatment of the resulting IV with perbenzoic acid at 0 deg C in dry ether followed by chalcone condensation of the resulting ketone (V) with benzaldehyde. (+/-)-Flemistrictin-F (II) has been synthesised by treating 4-O-acetyl-3-C-prenylresacetophenone (IV) with perbenzoic acid in dry chloroform in the presence of p-toluenesulphonic acid followed by chalcone condensation of the resulting ketone (VI) with benzaldehyde.
Vemuri, V. S. S.,Rao, C. P.,Rao, J. Madhusudhana,Rao, K. V. Jagannadha
p. 1122 - 1123
(2007/10/02)
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