Simplifying the synthesis of aryl C-glycosides

被引：0
|
作者：
不详
机构：
来源：
NATURE SYNTHESIS | 2023年 / 2卷 / 03期
关键词：
D O I：
10.1038/s44160-022-00215-0
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A modular and general method to make unprotected aryl C-glycosides with high stereoselectivity from simple starting materials has been developed based on photoredox, Ni-catalysed cross-coupling. Key to success is the use of an allyl glycosyl sulfone in combination with tolyl sulfinate as the synthetic equivalent of a glycosyl anion.
引用
收藏
页码：207 / 208
页数：2
相关论文
共 50 条
  • [31] 2 NEW METHODS FOR THE SYNTHESIS OF C-GLYCOSIDES
    KECK, GE
    ENHOLM, EJ
    KACHENSKY, DF
    [J]. TETRAHEDRON LETTERS, 1984, 25 (18) : 1867 - 1870
  • [32] REACTIONS OF GLYCOSYL FLUORIDES - SYNTHESIS OF C-GLYCOSIDES
    NICOLAOU, KC
    DOLLE, RE
    CHUCHOLOWSKI, A
    RANDALL, JL
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (17) : 1153 - 1154
  • [33] Synthesis of propargyl C-glycosides using allenyltributylstannane
    Chan, KL
    Coumbarides, GS
    Islam, S
    Wyatt, PB
    [J]. TETRAHEDRON LETTERS, 2005, 46 (01) : 61 - 65
  • [34] Synthesis of α- and β-C-glycosides of N-acetylglucosamine
    McGarvey, GJ
    Schmidtmann, FW
    Benedum, TE
    Kizer, DE
    [J]. TETRAHEDRON LETTERS, 2003, 44 (19) : 3775 - 3779
  • [35] A new procedure for the synthesis of C-glycosides of nojirimycin
    Cipolla, L
    La Ferla, B
    Peri, F
    Nicotra, F
    [J]. CHEMICAL COMMUNICATIONS, 2000, (14) : 1289 - 1290
  • [36] Ultrasound-assisted synthesis of C-glycosides
    Jarikote, Dilip V.
    O'Reilly, Ciaran
    Murphy, Paul V.
    [J]. TETRAHEDRON LETTERS, 2010, 51 (51) : 6776 - 6778
  • [37] EXTENSION OF THE GRIGNARD REACTION TO THE SYNTHESIS OF C-GLYCOSIDES
    MARQUEZ, F
    ARRIANDIAGA, MV
    URBIETA, MT
    [J]. ANALES DE QUIMICA SERIE C-QUIMICA ORGANICA Y BIOQUIMICA, 1983, 79 (03): : 428 - 431
  • [38] A general method for the synthesis of C-glycosides of nojirimycin
    Fuchss, T
    Streicher, H
    Schmidt, RR
    [J]. LIEBIGS ANNALEN-RECUEIL, 1997, (07): : 1315 - 1321
  • [39] Recent developments in β-C-glycosides: synthesis and applications
    Lalitha, Krishnamoorthy
    Muthusamy, Kumarasamy
    Prasad, Y. Siva
    Vemula, Praveen Kumar
    Nagarajan, Subbiah
    [J]. CARBOHYDRATE RESEARCH, 2015, 402 : 158 - 171
  • [40] Synthesis and antihyperglycemic activity of phenolic C-glycosides
    Rawat, Preeti
    Kumar, Manmeet
    Rahuja, Neha
    Srivastava, Daya Shankar Lal
    Srivastava, Arvind Kumar
    Maurya, Rakesh
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (01) : 228 - 233
12345