Synthesis and X-ray crystal structure of (-)-calicheamicinone

被引：21

作者：

Clive, DLJ ^{[1
]}

Bo, YX

Selvakumar, N

McDonald, R

Santarsiero, BD

机构：

[1] Univ Alberta, Dept Chem, Xray Serv Lab, Edmonton, AB T6G 2G2, Canada

[2] Mol Struct Corp, The Woodlands, TX 77381 USA

来源：

TETRAHEDRON | 1999年 / 55卷 / 11期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4020(98)01140-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder reaction between ketene acetal 3 and the beta-nitroacrylate ester 12 of (-)-8-phenylmenthol gave optically pure ketone 17. This substance was modified in such a way as to remove the chiral auxiliary and afford the epimeric silyl ethers 20M and 20m. Following procedures worked out using racemic materials, both 20M and 20m were converted into optically pure (-)-calicheamicinone (1). This is a crystalline substance, and an X-ray structure determination was carried out. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

引用

页码：3277 / 3290

页数：14

共 50 条

[21] SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF AN ANNELATED SPIROPHOSPHORANE
MULLER, EP
PERINGER, P
AESCHIMANN, R
MAETZKE, T
PETTER, W
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1987, 30 (3-4) : 713 - 713
[22] Synthesis and X-Ray Crystal Structure of Cynandione B Analogues
Hong, Lisa P. T.
White, Jonathan M.
Donner, Christopher D.
AUSTRALIAN JOURNAL OF CHEMISTRY, 2012, 65 (01) : 58 - 64
[23] Synthesis and X-ray crystal structure of a new molecular clip
She Neng-Fang
Gao Meng
Wang Shuai
Wu An-Xin
CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2008, 27 (07) : 777 - 780
[24] Synthesis and X-ray crystal structure of fluorous imidazolium salts
A. Moghimi
H. R. Khavassi
A. H. Benvidi
M. Vojdani
N. Faghihimoghaddam
Journal of the Iranian Chemical Society, 2011, 8 : 958 - 964
[25] Synthesis and X-ray crystal structure of meso-octaalkyldithiaporphyrinogen
Shin, K
Choi, JL
Choi, MG
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1999, 20 (12) : 1513 - 1516
[26] Synthesis, property, and X-ray crystal structure of new dibenzophosphaselenocines
Fujihara, H
Nishioka, T
Mima, H
Furukawa, N
HETEROCYCLES, 1995, 41 (12) : 2647 - 2650
[27] Synthesis and X-ray crystal structure of a bridging trispiran ligand
Steel, PJ
Sumby, CJ
ARKIVOC, 2004, : 7 - 12
[28] X-Ray Crystal Structure of a Chromatosome
Davey, Curt A.
Adhireksan, Zenita
Bao, Qiuye
Padavattan, Sivaraman
ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2016, 72 : S53 - S53
[29] SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF A POLYMERIC IODOBISMUTHATE ANION
CARMALT, CJ
FARRUGIA, LJ
NORMAN, NC
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1995, 50 (11): : 1591 - 1596
[30] SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF (TRIPHENYLMETHYL)TRIMETHYLPHOSPHONIUM TETRAFLUOROBORATE
JONES, RA
WILKINSON, G
HURSTHOUSE, MB
MALIK, KMA
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (01): : 117 - 120

← 1 2 3 4 5 →