화학공학소재연구정보센터
학회 한국화학공학회
학술대회 2012년 봄 (04/25 ~ 04/27, 제주 ICC)
권호 18권 1호, p.1119
발표분야 촉매
제목 Mukaiyama Aldol Reactions Catalyzed by a Trimeric Organo Aluminum(III) Alkoxide
초록 The Mukaiyama addition of a silyl enol ether to an aldehyde (or ketone) leading to β-hydroxy carbonyl compounds is one of the most important carbon-carbon bond formation reactions in classical organic synthesis. Although Lewis acidic properties of aluminum compounds and their usefulness in organic transformations are well-known, relatively few examples have been reported to function as efficient promoters for the Mukaiyama aldol reaction. All previous use of aluminum compounds as catalysts for Mukayama reactions has focused on monomeric or dimeric aluminum systems; however, an example of a trimeric aluminum complex as a catalyst for this reaction has to our knowledge not been reported. We will demonstrate that Mukaiyama aldol reactions of Me2C=C(OMe)OSiMe3 with a variety of aldehydes are efficiently catalyzed at room temperature by the sterically bulky C3-symmetric trimeric organo aluminum(III) alkoxide. And, we will show comparisons of its catalytic properties with the less sterically hindered analogue, the more sterically hindered analogue, a monomeric aluminum near-analogue, and a dimeric alumatrane.
저자 윤성우1, John G. Verkade2, 김영조1
소속 1충북대, 2Iowa State Univ. 화학과
키워드 aluminum; trimeric; Mukaiyama Aldol reaction
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