Asymmetric synthesis of (−)-(R)-massoia lactone, (R)-δ-decalactone, and (+)-(3R,5R)-3-hydroxydecano-5-lactone. Formal synthesis of verbalactone

被引：0
|
作者：
I. V. Mineeva
机构：
[1] Belarusian State University,
来源：
Russian Journal of Organic Chemistry | 2012年 / 48卷
关键词：
MsCl; Asymmetric Synthesis; Saturated Aqueous Solution; TsOH; BINOL;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A simple and efficient procedure for the asymmetric synthesis of (−)-(R)-massoia lactone, (R)-δ-decalactone, and (+)-(3R,5R)-3-hydroxy-1,5-decanolide is described. Verbalactone was synthesized using Heck allylation at the key stage of construction of the carbon skeleton.
引用
收藏
页码：977 / 981
页数：4
相关论文
共 50 条
  • [21] New developments in the asymmetric synthesis of (3R, 5R)-3,5-dihydroxyl-6-substituted hexanoic acid
    Chen, WS
    Chen, ZR
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2004, 24 (02) : 140 - 149
  • [22] ENANTIOSELECTIVE SYNTHESIS OF (-)-GEPHYROTOXINE-223AB [(3R,5R,9R)-3-BUTYL-5-PROPYLOCTAHYDROINDOLIZINE]
    FLEURANT, A
    CELERIER, JP
    LHOMMET, G
    TETRAHEDRON-ASYMMETRY, 1993, 4 (07) : 1429 - 1430
  • [23] Stereo selective total synthesis of (3R) , (5R)-5-hydroxy-de-O-methyllasiodiplodin
    Narendra, Saikam
    Sanasi, Paul Douglas
    Leleti, Krishnakanth Reddy
    Murahari, Kiran Kumar
    CHEMICAL DATA COLLECTIONS, 2024, 54
  • [24] Total Synthesis of (3S, 5R, 3′S, 5′R)-Capsorubin
    Frederico, Daniel
    Constantino, Mauricio G.
    Donate, Paulo M.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (05) : 888 - U148
  • [25] Synthesis of deuterium-labeled (3R, 5S)-fluvastatin and (3S, 5R)-fluvastatin
    He, Mei
    Li, Jian
    Tian, Lei
    JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 2019, 319 (01) : 263 - 269
  • [26] Synthesis of deuterium-labeled (3R, 5S)-fluvastatin and (3S, 5R)-fluvastatin
    Mei He
    Jian Li
    Lei Tian
    Journal of Radioanalytical and Nuclear Chemistry, 2019, 319 : 263 - 269
  • [27] A STEREOCONTROLLED SYNTHESIS OF (2R,3R,5R,13S,14R)-(+)-APLIDIASPHINGOSINE, A MARINE TERPENOID
    MORI, K
    UMEMURA, T
    TETRAHEDRON LETTERS, 1982, 23 (33) : 3391 - 3394
  • [28] Chemoenzymatic synthesis of (3R,5R)-3,6-diamino-5-hydroxyhexanoic acid, the amino acid moiety of (+)-negamycin
    Jang, JY
    Lee, YJ
    Ahn, YY
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1997, 18 (03) : 254 - 256
  • [29] Partial synthesis of (3R,6′R)-α-cryptoxanthin and (3R)-β-cryptoxanthin from (3R,3′R,6′R)-lutein
    Khachik, Frederick
    Chang, An-Ni
    Gana, Audry
    Mazzola, Eugene
    JOURNAL OF NATURAL PRODUCTS, 2007, 70 (02): : 220 - 226
  • [30] Short and efficient synthesis of (2S,3R,4R,5R) and (2S,3R,4R,5S)-tetrahydroxyazepanes via the Henry reaction
    Chakraborty, C
    Dhavale, DD
    CARBOHYDRATE RESEARCH, 2006, 341 (07) : 912 - 917
12345