The first facile total synthesis of natural (3R,4R,6S)-3,4-epoxybisabola-7(14),10-dien-2-one

被引：0
|
作者：
Zhi Yong Tang~*
机构：
来源：
Chinese Chemical Letters | 2009年 / 20卷 / 09期
基金：
美国国家科学基金会;
关键词：
Alkylation; Epoxidation; Synthesis;
D O I：
暂无
中图分类号：
O6212. [];
学科分类号：
摘要：
3,4-Epoxybisabola-7(14),10-dien-2-one,a natural sesquiterpoind,was first synthesized from(-)-carvone through 7 steps,in an overall yield of 35.9%.The key step was the allylation and then a substrate-directable epoxidation was committed successfully.
引用
收藏
页码：1017 / 1018
页数：2
相关论文
共 50 条
  • [21] A NEW SYNTHESIS OF (2S,3R,4R)-2-(HYDROXYMETHYL)PYRROLIDINE-3,4-DIOL
    MENG, QC
    HESSE, M
    HELVETICA CHIMICA ACTA, 1991, 74 (02) : 445 - 450
  • [22] A SYNTHESIS OF ENANTIOMERICALLY PURE (3S,6R)-3,6-DIMETHYLTETRAHYDROPYRAN-2-ONE AND (3R,6S)-3,6-DIMETHYLTETRAHYDROPYRAN-2-ONE
    BERNARDI, R
    GHIRINGHELLI, D
    SYNTHESIS-STUTTGART, 1989, (12): : 938 - 939
  • [23] Total synthesis of (4R,5S)-melithiazol C and (3R,4S)-cystothiazole E
    Takayama, Hiroyuki
    Kato, Keisuke
    Kimura, Masayuki
    Akita, Hiroyuki
    HETEROCYCLES, 2007, 71 (01) : 75 - 85
  • [24] THE SYNTHESIS OF POLYHYDROXYLATED AMINO-ACIDS FROM GLUCURONOLACTONE - ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID AND 2R,3R,4R-DIHYDROXYPROLINE
    BASHYAL, BP
    CHOW, HF
    FELLOWS, LE
    FLEET, GWJ
    TETRAHEDRON, 1987, 43 (02) : 415 - 422
  • [25] SYNTHESIS (2S, 3R, 4R, 6E)-3-HYDROXY-4-METHYL-2-METHYLAMINO-6-OCTENIC ACID
    OGORODNICHUK, AS
    DYBENKO, AG
    ROMANOVA, VP
    SHILIN, VV
    UKRAINSKII KHIMICHESKII ZHURNAL, 1990, 56 (11): : 1203 - 1205
  • [26] Synthesis of (2S,3R,4R)-3,4-dihydroxyarginine and its inhibitory activity against nitric oxide synthase
    Masuda, Yuichi
    Maruyama, Chitose
    Kawabata, Kyuichi
    Hamano, Yoshimitsu
    Doi, Takayuki
    TETRAHEDRON, 2016, 72 (36) : 5602 - 5611
  • [27] Synthesis of (2S,3R,4S),(2S,3S,4R)-epoxyprolines and aminohydroxyprolines
    Robinson, JK
    Lee, V
    Claridge, TDW
    Baldwin, JE
    Schofield, CJ
    TETRAHEDRON, 1998, 54 (5-6) : 981 - 996
  • [28] Concise and practical synthesis of (2S,3R,4R,5R) and (2S,3R,4R,5S)-1,6-dideoxy-1,6-iminosugars
    Tilekar, JN
    Patil, NT
    Jadhav, HS
    Dhavale, DD
    TETRAHEDRON, 2003, 59 (11) : 1873 - 1876
  • [29] Enantioselective total synthesis of (2S,3R,4R)-D-xylo-phytosphingosine from substituted azetidin-2-one
    Pandey, Ganesh
    Tiwari, Dharmendra Kumar
    TETRAHEDRON LETTERS, 2009, 50 (26) : 3296 - 3298
  • [30] A facile total synthesis of (3R,7RS)-3,7,11-trimethyl-10-oxododecanoic acid
    Li, Y
    Huang, CS
    Li, WD
    Li, YL
    SYNTHETIC COMMUNICATIONS, 1997, 27 (24) : 4341 - 4348
12345