Carbohydrates as chiral auxiliaries in asymmetric darzens reactions: Enantioselective synthesis of the benzothiazepine ring system of diltiazem

被引:0
|
作者
Nangia, A
Rao, PB
Madhavi, NNL
机构
来源
关键词
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Darzens condensation of a dihydroglucal chloro ester 18 with p-anisaldehyde affords diastereoisomeric glycidic esters 20,21 which are elaborated to the benzothiazepinone ring system 25 of diltiazem 1.
引用
收藏
页码:312 / 313
页数:3
相关论文
共 50 条
  • [1] Chiral auxiliaries for asymmetric radical cyclization reactions: Application to the enantioselective synthesis of (+)-triptocallol
    Yang, D
    Xu, M
    Bian, MY
    ORGANIC LETTERS, 2001, 3 (01) : 111 - 114
  • [2] Carbohydrates as chiral auxiliaries in asymmetric addition and cycloaddition reactions.
    Andersen, R
    DiCesare, JC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U368 - U368
  • [3] Catalytic Asymmetric Darzens and Aza-Darzens Reactions for the Synthesis of Chiral Epoxides and Aziridines
    de los Santos, Jesus M.
    Ochoa de Retana, Ana M.
    Martinez de Marigorta, Edorta
    Vicario, Javier
    Palacios, Francisco
    CHEMCATCHEM, 2018, 10 (22) : 5092 - 5114
  • [4] HIGHLY ENANTIOSELECTIVE ASYMMETRIC REACTIONS USING CHIRAL ORGANOSULFUR GROUPS AS MAIN CHIRAL AUXILIARIES
    HIROI, K
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1991, 111 (10): : 551 - 569
  • [5] CARBOHYDRATES AS CHIRAL AUXILIARIES IN STEREOSELECTIVE SYNTHESIS
    KUNZ, H
    RUCK, K
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1993, 32 (03) : 336 - 358
  • [6] CARBOHYDRATES AS CHIRAL AUXILIARIES - THE ASYMMETRIC EPOXIDATION REACTION OF OLEFINS
    CHARETTE, AB
    COTE, B
    TETRAHEDRON-ASYMMETRY, 1993, 4 (11) : 2283 - 2286
  • [7] Carbohydrates as chiral auxiliaries in enantioselective synthesis of four stereoisomers of optically active α,γ-substituted γ-butyrolactones
    Wang, W
    Zhong, YW
    Lin, GQ
    TETRAHEDRON LETTERS, 2003, 44 (24) : 4613 - 4616
  • [8] Asymmetric synthesis of α,β-epoxy-γ-lactams by enantioselective Darzens/ring-closure reaction
    Shen, Bin
    Liu, Xiaohua
    Feng, Xiaoming
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
  • [9] Carbohydrates as chiral auxiliaries in catalytic hydrogenation reactions.
    DiCesare, JC
    McDougal, PG
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 376 - ORGN
  • [10] Oxazolidinones as chiral auxiliaries in asymmetric aldol reactions applied to total synthesis
    Heravi, Majid M.
    Zadsirjan, Vahideh
    TETRAHEDRON-ASYMMETRY, 2013, 24 (19) : 1149 - 1188