1990
DOI: 10.1021/jo00309a022
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Synthetic studies on the mevinic acids using the chiron approach: total synthesis of (+)-dihydromevinolin

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Cited by 55 publications
(19 citation statements)
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References 6 publications
(35 reference statements)
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“…(S )-2-((R)-1-(Benzo[d ] [1,3]dioxol-5-yl)-2-nitroethyl)-cyclohexan-1-one (10g) 92) 50.2 mg (86% yield), 91% ee; Enantiomeric excess was determined by HPLC with ChiralPak AS-H column (hexane-2-propanol=75 : 25), flow rate=0.8 mL/min; λ=210 nm; t minor =29.9 min, t major =39.1 min.…”
Section: Preparation Of the Organocatalyst 2 2-((methylthio)((4-(perfmentioning
confidence: 99%
See 1 more Smart Citation
“…(S )-2-((R)-1-(Benzo[d ] [1,3]dioxol-5-yl)-2-nitroethyl)-cyclohexan-1-one (10g) 92) 50.2 mg (86% yield), 91% ee; Enantiomeric excess was determined by HPLC with ChiralPak AS-H column (hexane-2-propanol=75 : 25), flow rate=0.8 mL/min; λ=210 nm; t minor =29.9 min, t major =39.1 min.…”
Section: Preparation Of the Organocatalyst 2 2-((methylthio)((4-(perfmentioning
confidence: 99%
“…[1][2][3][4][5][6][7][8][9] Among several synthetic methods to obtain enantiomer-enriched, γ-nitro carbonyl compounds, asymmetric conjugate addition of carbonyl compounds to nitroalkenes using organocatalysts is one of the most convenient and environmentally benign methodologies. [10][11][12][13][14][15][16][17] Organocatalysis between carbonyl compounds and nitro alkenes has been reported by several research groups; however, due to obstacles faced by most previously reported organocatalysis, such as high catalyst loading or long reaction times, the development of organocatalysts for highly efficient asymmetric conjugate additions of carbonyl compounds to nitroalkenes still remains an area of research interest.…”
mentioning
confidence: 99%
“…Tremendous effort has been invested in the enantiomerically pure synthesis of 4‐hydroxy‐2‐cyclopentenones and their O ‐silyl‐derivatives, such as building block A , owing to it being a valuable synthetic intermediate for the synthesis of prostaglandins . These building blocks also function as cornerstones in the synthesis of numerous other natural compounds, including alkaloids, terpenes, and many more …”
Section: Figurementioning
confidence: 99%
“…[6, 14b, 19-21] These building blocks also functiona sc ornerstones in the synthesis of numerouso ther natural compounds, includinga lkaloids, [22][23][24][25] terpenes, [26,27] and many more. [28][29][30][31] Althought here are several approaches for the preparation of A,m ost of them are based on the meso-diol 4 or the diacylated molecule 5.I na ni nitial investigation, we started our endeavor towards (R)-4-hydroxyketone 6 by using these commercially available materials that can also be readily prepared by established methodsf rom cyclopentadiene. [32] The first step in our syntheticr oute to A was al ipase-catalyzed desymmetrization startingf rom either meso-diol 4 or the diacetylated compound 5 (Scheme 2).…”
mentioning
confidence: 99%
“…通过硒杂 Michael 加成反应形成 C-Se 键的传统方 法是以苯硒酚为底物, 但反应对空气敏感, 易挥发, 具 有很严重的环境和安全问题 [89] . 而 β-硒羰基化合物是重 要的合成子, 可以作为中间体合成紫杉醇 [90] 、洛伐他 汀 [91] 、1,2,4-三取代-1,2,5,6-四氢吡啶 [92] 等. Perin 等 …”
Section: 精(邻磺酰苯甲酰亚胺)型功能离子液体[Bmim][sac] (2)unclassified