The BF3. OEt2 or LiClO4 catalyzed hetero Diels-Alder reaction of 1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky's diene) with enantiomerically pure 4-formylazetidin-2-ones affords the corresponding cycloadducts in fair to good yields and in diastereoisomeric ratios of up to 98:2. (C) 1998 Elsevier Science S.A. All rights reserved.
Stereoselective synthesis of new beta-lactams by cyclocondensation of 1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene with 4-formyl substituted azetidinones / R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, F. Montanari, L. Raimondi. - In: IL FARMACO. - ISSN 0014-827X. - 53:10-11(1998), pp. 629-633.
Stereoselective synthesis of new beta-lactams by cyclocondensation of 1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene with 4-formyl substituted azetidinones
R. AnnunziataPrimo
;M. BenagliaSecondo
;M. Cinquini;F. Cozzi;L. RaimondiUltimo
1998
Abstract
The BF3. OEt2 or LiClO4 catalyzed hetero Diels-Alder reaction of 1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky's diene) with enantiomerically pure 4-formylazetidin-2-ones affords the corresponding cycloadducts in fair to good yields and in diastereoisomeric ratios of up to 98:2. (C) 1998 Elsevier Science S.A. All rights reserved.
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