An efficient route to 3-substituted cyclobutanone derivatives

被引：8
|
作者：
Kabalka, GW [1 ]
Yao, ML
机构：
[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
[2] Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 09期
关键词：
D O I：
10.1016/S0040-4039(03)00081-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient route to 3-(hydroxymethyl)cyclobutanone acetals via a [2 + 2] cycloaddition reaction is reported. The dramatic effect of different diol acetals on benzyl deprotection is discussed. Efficient synthesis of two synthetically useful intermediates, 3-methylenecyclobutanone acetal and 3-(bromomethyl)cyclobutanone, are provided. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1879 / 1881
页数：3
相关论文
共 50 条
  • [41] HYDROSILYLATION OF 3-SUBSTITUTED 1-PROPYNE DERIVATIVES
    VORONKOV, MG
    KIRPICHENKO, SV
    KEIKO, VV
    SHERSTYANNIKOVA, LV
    PESTUNOVICH, VA
    TSETLINA, EO
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1975, 24 (02): : 319 - 322
  • [42] YOHIMBANE DERIVATIVES .I. PREPARATION OF 3-SUBSTITUTED YOHIMBANE DERIVATIVES
    ZINNES, H
    COMES, RA
    SHAVEL, J
    JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (01): : 105 - &
  • [43] EFFICIENT AND PRACTICAL SYNTHESES OF CYCLOBUTADIENE TRICARBONYLIRON COMPLEXES - FORMATION OF 1,3-SUBSTITUTED AND 1,2,3-SUBSTITUTED DERIVATIVES
    ADAMS, CM
    SCHEMENAUR, JE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 305 - ORGN
  • [44] POLAROGRAPHIC STUDY OF 3-SUBSTITUTED AND 4-SUBSTITUTED 3-PHENYLIMINOXINDOLE DERIVATIVES
    KOSTURIAK, A
    ZACHAROVAKALAVSKA, D
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1976, 41 (03) : 714 - 722
  • [45] An Efficient Direct Asymmetric Synthesis of 3-Substituted Phthalides
    Zhang, Zhan-Bin
    Lu, Yong-Qin
    Duan, Xin-Fang
    SYNTHESIS-STUTTGART, 2011, (21): : 3435 - 3438
  • [46] Microbial side-chain degradation of ergosterol and its 3-substituted derivatives: A new route for obtaining of deltanoids
    Dovbnya, Dmitry V.
    Egorova, Olga V.
    Donova, Marina V.
    STEROIDS, 2010, 75 (10) : 653 - 658
  • [47] A NEW ROUTE TO 3-LABELED OR 3-SUBSTITUTED 4-HOMOADAMANTANONES
    TAKEUCHI, K
    YOSHIDA, M
    NISHIDA, M
    KOHAMA, A
    KITAGAWA, T
    SYNTHESIS-STUTTGART, 1991, (01): : 37 - 40
  • [48] 3-substituted and 10-substituted derivatives of 1,2-benzanthracene
    Shear, MJ
    Leiter, J
    Perrault, A
    JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1940, 1 : 303 - 336
  • [49] REACTION OF INDOLES WITH CHLOROSULFONYL ISOCYANATE - VERSATILE ROUTE TO 3-SUBSTITUTED INDOLES
    MEHTA, G
    DHAR, DN
    SURI, S
    SYNTHESIS-STUTTGART, 1978, (05): : 374 - 376
  • [50] SYNTHESIS AND CONVULSANT EFFECTS OF 2-SUBSTITUTED AND 3-SUBSTITUTED STRYCHNINE DERIVATIVES
    BOHLIN, L
    ALI, Y
    ISKANDER, GM
    ACTA PHARMACEUTICA SUECICA, 1975, 12 (5-6): : 461 - 466
12345