Studies on the synthesis of phorboxazole B: stereoselective synthesis of the C28-C46 segment

被引：16
|
作者：
Li, DR
Tu, YQ
Lin, GQ
Zhou, WS
机构：
[1] Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
[2] Lanzhou Univ, Dept Chem, Lanzhou 730000, Peoples R China
[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 48期
关键词：
phorboxazole B; synthesis; Mukaiyama aldol reaction; oxazole;
D O I：
10.1016/j.tetlet.2003.09.141
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A stereoselective synthesis of C28-C46 segment of phorboxazole B is described. Key features of the synthetic route involved the use of 1,3-asymmetric induction of Mukaiyama aldol reaction to construct the stereogenic center at C35, and the employment of metalated oxazole chemistry to prepare the ketal 6. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8729 / 8732
页数：4
相关论文
共 50 条
  • [31] Stereoselective Synthesis of C13-C28 Fragment of Marinomycin A
    Rajesh, Akkapalli
    Sharma, Gangavaram V. M.
    Damera, Krishna
    SYNTHESIS-STUTTGART, 2015, 47 (06): : 845 - 853
  • [32] Stereoselective synthesis of the C18-C28 fragment of apoptolidin
    Schuppan, J
    Ziemer, B
    Koert, U
    TETRAHEDRON LETTERS, 2000, 41 (05) : 621 - 624
  • [33] Stereoselective Synthesis of the C(1)-C(28) Fragment of Amphidinol 3
    Yadav, Jhillu S.
    Gopalarao, Yerragorla
    Chandrakanth, Dandekar
    Reddy, Basi V. Subba
    HELVETICA CHIMICA ACTA, 2016, 99 (06) : 436 - 446
  • [34] Stereoselective synthesis of alcohols .50. Stereoselective synthesis of a C-15/C-27 segment of the venturicidines
    Hoffmann, RW
    Rolle, U
    Gottlich, R
    LIEBIGS ANNALEN, 1996, (11): : 1717 - 1724
  • [35] Studies on the synthesis of reidispongiolide A: stereoselective synthesis of the C(22)-C(36) fragment
    Ying, Maben
    Roush, William R.
    TETRAHEDRON, 2011, 67 (52) : 10274 - 10280
  • [36] STEREOSELECTIVE SYNTHESIS OF THE C(13)-C(25) SEGMENT OF BAFILOMYCIN-A(1)
    ROUSH, WR
    BANNISTER, TD
    TETRAHEDRON LETTERS, 1992, 33 (25) : 3587 - 3590
  • [37] STEREOSELECTIVE SYNTHESIS OF C-3-C-9 SEGMENT OF SORAPHEN-A
    GURJAR, MK
    MAINKAR, AS
    SRINIVAS, P
    TETRAHEDRON LETTERS, 1995, 36 (33) : 5967 - 5968
  • [38] Asymmetric synthesis of phorboxazole B -: Part II:: Synthesis of the C1-C19 subunit and fragment assembly
    Evans, DA
    Fitch, DM
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2000, 39 (14) : 2536 - 2540
  • [39] Synthetic studies towards phorboxazole A. A convergent synthesis of the C31-C46 polyene oxane-hemiacetal side chain
    Pattenden, G
    Plowright, AT
    Tornos, JA
    Ye, T
    TETRAHEDRON LETTERS, 1998, 39 (33) : 6099 - 6102
  • [40] Total synthesis of preswinholide A .1. Stereoselective synthesis of the C11-C23 segment
    Nagasawa, K
    Shimizu, I
    Nakata, T
    TETRAHEDRON LETTERS, 1996, 37 (38) : 6881 - 6884
12345