Selective Reduction of Organic Compounds with Al-Methanesulfonyldiisobutylalane

Title
Selective Reduction of Organic Compounds with Al-Methanesulfonyldiisobutylalane
Author(s)
차진순노민영
Keywords
MEERWEIN-PONNDORF-VERLEY; ALKYL-SUBSTITUTED EPOXIDES; METAL REAGENTS; BORON; ALUMINUM; CLEAVAGE
Issue Date
201004
Publisher
KOREAN CHEMICAL SOC
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.31, no.4, pp.840 - 844
Abstract
The new MPV type reagent, Al-methanesulfonyldiisobutylalane (DIBAO(3)SCH(3)), has been prepared and its reducing characteristics in the reduction of selected organic compounds containing, representative functional groups have been examined in order to find out a new reducing system with high selectivity in organic synthesis In general, the reagent is extremely mild, showing only reactivity toward aldehydes, ketones and epoxides. The reagent exhibits a unique reducing applicability in organic synthesis Thus, the reagent can achieve a clean 1,2-reduction of alpha,beta-unsaturated aldehydes and ketones to produce the corresponding allylic alcohols in 100% purity. In addition, the reagent shows an excellent regioselectivity in the ring-opening reaction of epoxides Finally. DIBAO(3)SCH(3) shows a high stereoselectivity in the reduction of cyclic ketones to produce the thermodynamically more stable epimers exclusively
URI
http://hdl.handle.net/YU.REPOSITORY/22643http://dx.doi.org/10.5012/bkcs.2010.31.04.840
ISSN
0253-2964
Appears in Collections:
문과대학 > 중국언어문화학과 > Articles
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