Directed methallylations as a synthetic route to 1,3-polyols

被引:6
作者
Brzezinski, LJ [1 ]
Leahy, JW [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(98)00182-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The directed methallylation of beta-hydroxyaldehydes and ketones with methallylboronic acid is examined, The reaction proceeds with good to excellent selectivity with ketones. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2039 / 2042
页数:4
相关论文
共 19 条
  • [1] BRUCKNER R, 1997, SYNLETT, P225
  • [2] AN UNEXPECTED REVERSAL OF STEREOCHEMISTRY IN A MODIFICATION OF THE RYCHNOVSKY CYANOHYDRIN ALKYLATION
    BRZEZINSKI, LJ
    LEVY, DD
    LEAHY, JW
    [J]. TETRAHEDRON LETTERS, 1994, 35 (41) : 7601 - 7604
  • [3] Marine natural products
    Faulkner, DJ
    [J]. NATURAL PRODUCT REPORTS, 1997, 14 (03) : 259 - 302
  • [4] BIOACTIVE COMPOUNDS FROM MARINE SPONGES
    HIGA, T
    TANAKA, J
    KITAMURA, A
    KOYAMA, T
    TAKAHASHI, M
    UCHIDA, T
    [J]. PURE AND APPLIED CHEMISTRY, 1994, 66 (10-11) : 2227 - 2230
  • [5] HENNOXAZOLES - BIOACTIVE BISOXAZOLES FROM A MARINE SPONGE
    ICHIBA, T
    YOSHIDA, WY
    SCHEUER, PJ
    HIGA, T
    GRAVALOS, DG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) : 3173 - 3174
  • [6] ICHIBA T, 1991, J AM CHEM SOC, P113
  • [7] Stereoselective synthesis of anti-1,3-diols via allylboration
    Kabalka, GW
    Narayana, C
    Reddy, NK
    [J]. TETRAHEDRON LETTERS, 1996, 37 (13) : 2181 - 2184
  • [8] Absolute configuration of phorboxazoles A and B from the marine sponge, Phorbas sp .2. C43 and complete stereochemistry
    Molinski, TF
    [J]. TETRAHEDRON LETTERS, 1996, 37 (44) : 7879 - 7880
  • [9] NOGRADI M, 1995, STEREOSELECTIVE SYNT, P139
  • [10] O'Hagan D., 1991, The Polyketide Metabolites