Enantioselective synthesis of the C5-C23 segment of biselyngbyaside

被引：13

作者：

Chandrasekhar, Srivari ^{[1
]}

Rajesh, Gontla ^{[1
]}

Naresh, Tumma ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Technol, Div Nat Product Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 03期

关键词：

Biselyngbyaside; Julia-Kocienski olefination; Crimmin's acetate aldol reaction; STEREOSELECTIVE TOTAL-SYNTHESIS; ASYMMETRIC ALDOL ADDITIONS; BLUE-GREEN-ALGAE; ABSOLUTE-CONFIGURATIONS; NATURAL-PRODUCTS; CHEMICAL-SHIFTS; DIHYDROXYLATION; LAULIMALIDE; REAGENTS; FRAGMENT;

D O I：

10.1016/j.tetlet.2012.11.015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereo and enantioselective synthesis of C5-C23 fragment of cytotoxic marine natural product biselyngbyaside is achieved using E-selective methyl lithium addition onto enyne, Crimmin's acetate aldol reaction, Sharpless asymmetric epoxidation, and Julia-Kocienski olefination as the key steps. (c) 2012 Elsevier Ltd. All rights reserved.

引用

下载

页码：252 / 255

页数：4

共 50 条

[1] Enantioselective synthesis of the C-14 to C-5 cyclopentane segment of jatrophane diterpenes
Helmboldt, H
Rehbein, J
Hiersemann, M
TETRAHEDRON LETTERS, 2004, 45 (02) : 289 - 292
[2] Synthesis of the C1-C13 Fragment of Biselyngbyaside
Sawant, Pramod
Maier, Martin E.
SYNLETT, 2011, (20) : 3002 - 3004
[3] Enantioselective synthesis of the C8-C20 segment of curvicollide C
Korner, Marleen
Hiersemann, Martin
ORGANIC LETTERS, 2007, 9 (24) : 4979 - 4982
[4] Synthesis of the C13-C23 segment of tedanolide
Ehrlich, G
Kalesse, M
SYNLETT, 2005, (04) : 655 - 657
[5] ENANTIOSELECTIVE SYNTHESIS OF THE C(2)-C(11) CYCLOPROPYLFURAN SEGMENT OF PINNATIN A
Tsubuki, Masayoshi
Abekura, Terunobu
Takahashi, Kazunori
Honda, Toshio
HETEROCYCLES, 2010, 82 (01) : 319 - 323
[6] Enantioselective synthesis of the C7-C24 segment of macrolactin A
Li, SK
Donaldson, WA
SYNTHESIS-STUTTGART, 2003, (13): : 2064 - 2068
[7] Synthesis of the racemic C-15-C-23 segment of the venturicidins
Woo, S
Keay, BA
SYNLETT, 1996, (02) : 135 - 137
[8] Chemoenzymatic synthesis of the C10-C23 segment of dictyostatin
Prusov, E
Röhm, H
Maier, ME
ORGANIC LETTERS, 2006, 8 (06) : 1025 - 1028
[9] A Stereodivergent Enantioselective Approach to the C5-C8 Segment of Berkelic Acid
Stiasni, Nikola
Hiersemann, Martin
SYNLETT, 2009, (13) : 2133 - 2136
[10] An enantioselective synthesis of the C1-C9 segment of antitumor macrolide peloruside A
Ghosh, AK
Kim, JH
TETRAHEDRON LETTERS, 2003, 44 (20) : 3967 - 3969

← 1 2 3 4 5 →