首页> 外文期刊>Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry >Preparation and stereoselective hydrogenation of chiral (4-hydroxy-tetrafuranylidene)carboxylates: a new formal entry to functional anti- and syn-3,5-dihydroxyesters
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Preparation and stereoselective hydrogenation of chiral (4-hydroxy-tetrafuranylidene)carboxylates: a new formal entry to functional anti- and syn-3,5-dihydroxyesters

机译:手性(4-羟基-四呋喃基亚基)羧酸酯的制备和立体选择性加氢:功能性抗-和syn-3,5-二羟基酯的新正式进入

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摘要

New tert-butyl (Z)- and ((S)-4-hydroxy-tetrafuranylidene)carboxylates have been prepared from (S)-4-chloro-3-hydroxybutyrene and AcOtBu-LDA enolate, and hydrogenated with various achiral and chiral catalysts to give the (2S, 4S)-and (2R, 4R)-diastereomers of (4-hydroxy-tetrahydrofuranyl)acetates in up to 93% de and 83% yield, and 80% de and 31% yield, respectively.
机译:由(S)-4-氯-3-羟基丁烯和AcOtBu-LDA烯醇酸酯制备新的(Z)-和((S)-4-羟基-四呋喃亚烷基)羧酸叔丁基酯,并用各种非手性和手性催化剂进行氢化分别以高达93%的de和83%的产率和80%的de和31%的产率得到(4-羟基-四氢呋喃基)乙酸酯的(2S,4S)和(2R,4R)-非对映异构体。

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