キラルルイス酸オキサザボロリジノンによる不斉アルドール反応の展開
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概要
- 論文の詳細を見る
Reaction of <I>N</I>-sulfonyl amino acid with 1 equiv. of BH<SUB>3</SUB> THF easily gave the oxazaborolidinone which promoted the aldol reaction of a variety of aldehydes with silyl ketene acetals with very high enantioselectivity. For example, isobutyrate aldols were obtained with >96% ee and acetate aldols were obtained with >98% ee by using a silyl nucleophile derived from ethyl 1, 3-dithiolane-2-carboxylate. The level of the selectivity is surely acceptable for practical syntheses although the promoter is used as stoichiometric amounts. The scope and limitation of the oxazaborolidinone-promoted aldol reaction will be discussed by surveying the stereochemical outcome of the reaction inducing the high enantioselectivity.
- 社団法人 有機合成化学協会の論文
- 1997-04-01