Synthesis of cholaphanes by ring closing metathesis

被引：22

作者：

Czajkowska, Dorota ^{[1
]}

Morzycki, Jacek W. ^{[1
]}

机构：

[1] Univ Bialystok, Inst Chem, PL-15443 Bialystok, Poland

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 16期

关键词：

D O I：

10.1016/j.tetlet.2007.02.099

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of cholaphanes by ring closing metathesis (RCM) of 3 alpha,7 alpha,12 alpha,24-tetraol allyl derivatives, obtained from cholic acid, was attempted. The reactions of tetraol 3,24-diallyl ether or 3,24-diacrylate were not satisfactory. However, diallyl derivatives of disteroidal 3,3'- or 24,24'-ortho-phthalates reacted smoothly affording cyclic dimers in good yields. In all the reactions studied, the E isomers of the macrocycles were obtained in excess. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：2851 / 2855

页数：5

共 50 条

[31] Synthesis of cyclic peptidosulfonamides by ring-closing metathesis
Brouwer, AJ
Liskamp, RMJ
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (11): : 3662 - 3668
[32] Enantioselective synthesis of (+)-isolysergol via ring closing metathesis
Deck, Jason A.
Martin, Stephen F.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
[33] Total synthesis of patulolide A through ring closing metathesis
Subhashini, N. J. P.
Bhadraiah, B.
Janaki, P.
Sridhar, Gattu
SYNTHETIC COMMUNICATIONS, 2018, 48 (05) : 496 - 499
[34] Synthesis of cyclic peptides by ring-closing metathesis
Reichwein, JF
Versluis, C
Liskamp, RMJ
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (19): : 6187 - 6195
[35] A Ring Closing Metathesis Approach to the Formal Synthesis of (+)-Callyspongiolide
Ko, Kwang-Yoon
Wilson, Zoe E.
Furkert, Daniel P.
Brimble, Margaret A.
CHEMCATCHEM, 2020, 12 (22) : 5759 - 5771
[36] Synthesis of cyclitols via ring-closing metathesis
Kornienko, A
d'Alarcao, M
TETRAHEDRON-ASYMMETRY, 1999, 10 (05) : 827 - 829
[37] Synthesis of "glycospirostanes" via ring-closing metathesis
Czajkowska, Dorota
Morzycki, Jacek W.
Santillan, Rosa
Siergiejczyk, Leszek
STEROIDS, 2009, 74 (13-14) : 1073 - 1079
[38] Synthesis of Berkeleylactone A by Ring-Closing Alkyne Metathesis
Schmidt, Frank
Ammanath, Aparna Viswanathan
Goetz, Friedrich
Maier, Martin E.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (36)
[39] Synthesis of vinyl fluorides by ring-closing metathesis
Marhold, M
Buer, A
Hiemstra, H
van Maarseveen, JH
Haufe, G
TETRAHEDRON LETTERS, 2004, 45 (01) : 57 - 60
[40] Ring closing metathesis guided synthesis of (R)-(-)-muscone
Kamat, VP
Hagiwara, H
Suzuki, T
Ando, M
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (15): : 2253 - 2254

← 1 2 3 4 5 →