CYCLOADDITIONS OF CARBONYL OXIDES - A NOVEL STEREOSELECTIVE APPROACH TO 1,3-DIOLS

被引：0
|
作者：
CASEY, M
CULSHAW, AJ
机构：
来源：
SYNLETT | 1992年 / 03期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Carbonyl oxides, formed by ozonolysis of enol ethers [e.g., 1-methoxy-4,8-dimethylnona-1,7-diene (4)], undergo stereoselective intramolecular cycloadditions to unactivated alkenes to give bicyclic dioxolanes. The dioxolanes were easily transformed by catalytic hydrogenation into beta-hydroxycarbonyl compounds and 1,3-diols, thus providing a novel route to 1,3-dioxygenated products.
引用
收藏
页码：214 / 216
页数：3
相关论文
共 50 条
  • [21] Production of 1,3-diols in Escherichia coli
    Kataoka, Naoya
    Vangnai, Alisa S.
    Pongtharangkul, Thunyarat
    Yakushi, Toshiharu
    Matsushita, Kazunobu
    BIORESOURCE TECHNOLOGY, 2017, 245 : 1538 - 1541
  • [22] HIGHLY STEREOSELECTIVE SYNTHESIS OF 1,3-DIOLS UTILIZING INTRAMOLECULAR HYDROBORATION OF ALLYL VINYL ETHERS
    HARADA, T
    MATSUDA, Y
    UCHIMURA, J
    OKU, A
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (19) : 1429 - 1430
  • [23] Stereoselective reduction of beta-hydroxy ketones to 1,3-diols with the aid of a terphenylboronic acid
    Yamashita, H
    Narasaka, K
    CHEMISTRY LETTERS, 1996, (07) : 539 - 540
  • [24] THE CLEAVAGE REACTION OF 1,3-DIOLS .1.
    ZIMMERMAN, HE
    ENGLISH, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (09) : 2285 - 2290
  • [25] STEREOSELECTIVE SYNTHESIS OF OPTICALLY-ACTIVE SYN-1,3-DIOLS AND ANTI-1,3-DIOLS BY THE CATALYTIC ALKYLATION OF A BETA-ALKOXY ALDEHYDE
    SOAI, K
    HATANAKA, T
    YAMASHITA, T
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (13) : 927 - 929
  • [26] STEREOCONTROLLED FUNCTIONALIZATION OF ACYCLIC MOLYBDENUM-ETA-3-ALLYL COMPLEXES - A NEW APPROACH TO THE STEREOSELECTIVE SYNTHESIS OF 1,3-DIOLS
    UONG, WJ
    LIN, SH
    LIU, RS
    LEE, GH
    PENG, SM
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (18) : 1285 - 1287
  • [27] Novel, cyclic and bicyclic 1,3-diols as catalysts for the diethylzinc addition to aldehydes
    Sarvary, I
    Wan, YQ
    Frejd, T
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (05): : 645 - 651
  • [28] CLEAVAGE REACTION OF 1,3-DIOLS .4.
    MAGGIO, TE
    ENGLISH, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (04) : 968 - &
  • [29] PRESERVATION OF GRAIN WITH ALIPHATIC 1,3-DIOLS AND THEIR ESTERS
    FRANKENFELD, JW
    MOHAN, RR
    SQUIBB, RL
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1975, 23 (03) : 418 - 425
  • [30] A method for the stereospecific conversion of 1,3-diols into oxetanes
    Aftab, T
    Carter, C
    Hart, J
    Nelson, A
    TETRAHEDRON LETTERS, 1999, 40 (49) : 8679 - 8683
12345