A remarkable iodine-catalyzed protection of carbonyl compounds

被引:68
作者
Banik, BK [1 ]
Chapa, M [1 ]
Marquez, J [1 ]
Cardona, M [1 ]
机构
[1] Univ Texas Pan Amer, Dept Chem, Edinburg, TX 78541 USA
关键词
D O I
10.1016/j.tetlet.2005.01.176
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report here a remarkably simple molecular iodine-catalyzed protection method for various carbonyl Compounds as ketals in a general reaction. The iodine-catalyzed reaction of mandelic acid and lactic acid with several aldehydes has furnished a highly diastereoselective synthesis of cis and trans dioxolanones. (c) 2005 Published by Elsevier Ltd.
引用
收藏
页码:2341 / 2343
页数:3
相关论文
共 40 条
  • [1] [Anonymous], 1981, PROTECTIVE GROUPS OR
  • [2] STUDIES ON LACTAMS .96. STEREOSPECIFIC GLYCOSYLATION VIA FERRIER REARRANGEMENT FOR OPTICAL RESOLUTION
    BANIK, BK
    MANHAS, MS
    BOSE, AK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) : 4714 - 4716
  • [3] Simple synthesis of substituted pyrroles
    Banik, BK
    Samajdar, S
    Banik, I
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (01) : 213 - 216
  • [4] Banik BK, 1997, HETEROCYCLES, V46, P173
  • [5] Enantiopure alpha-hydroxy-beta-lactams via stereoselective glycosylation
    Banik, BK
    Manhas, MS
    Bose, AK
    [J]. TETRAHEDRON LETTERS, 1997, 38 (29) : 5077 - 5080
  • [6] Basu MK, 2002, SYNLETT, P319
  • [7] ALPO4 AND ALPO4-AL2O3 AS HETEROGENEOUS CATALYSTS IN THE PREPARATION OF 1,3-DIOXOLANES BY ACETALIZATION OF DIFFERENT CARBONYL-COMPOUNDS
    BAUTISTA, FM
    CAMPELO, JM
    GARCIA, A
    LEON, J
    LUNA, D
    MARINAS, JM
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1994, 336 (07): : 620 - 622
  • [8] Microwave-assisted acetalization of carbonyl compounds catalyzed by reusable Envirocat(R) supported reagents
    Beregszaszi, T
    Molnar, A
    [J]. SYNTHETIC COMMUNICATIONS, 1997, 27 (21) : 3705 - 3709
  • [9] STUDIES IN THE SYNTHESIS OF CORTISONE .3. THE DEGRADATION OF THE ERGOSTEROL SIDE CHAIN
    CAMERON, AFB
    HUNT, JS
    OUGHTON, JF
    WILKINSON, PA
    WILSON, BM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1953, (DEC): : 3864 - 3869
  • [10] SMALL-RING COMPOUNDS .21. 3-METHYLENECYCLOBUTANONE AND RELATED COMPOUNDS
    CASERIO, FF
    ROBERTS, JD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (21) : 5837 - 5840