Endo-selective asymmetric inverse electron-demand 1,3-dipolar cycloaddition reaction of nitrones

被引：0

作者：

Ashizawa, Tomoko ^{[1
]}

Ohtsuki, Natsuki ^{[1
]}

Miura, Tomoyuki ^{[1
]}

Ohya, Makoto ^{[1
]}

Shinozaki, Takaomi ^{[1
]}

Ikeno, Taketo ^{[1
]}

Yamada, Tohru ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

来源：

HETEROCYCLES | 2006年 / 68卷 / 09期

关键词：

cobalt; enantioselectivity; Lewis acid; catalyst; isoxazolidine;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of a catalytic amount of the optically active cobalt(III) hexafluoroantimonate, the inverse electron-demand 1,3-dipolar cycloaddition reaction of dihydrofuran with nitrones bearing an electron-withdrawing group effectively proceeded to afford the corresponding adducts with excellent endo-selectivity.

引用

页码：1801 / 1810

页数：10

共 50 条

[1] Inverse electron-demand 1,3-dipolar cycloaddition reactions of cyclooctyne with pyridinium bis(methoxycarbonyl)methylides
Matsumoto, K
Hayashi, N
Ikemi, Y
Toda, M
Uchida, T
Aoyama, K
Miyakoshi, Y
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (02) : 371 - 377
[2] Catalytic enantioselective inverse-electron demand 1,3-dipolar cycloaddition reactions of nitrones with alkenes
Simonsen, KB
Bayón, P
Hazell, RG
Gothelf, KV
Jorgensen, KA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (16) : 3845 - 3853
[3] Organocatalytic Asymmetric 1,3-Dipolar Cycloaddition of Nitrones to Nitroolefins
Du, Wei
Liu, Yan-Kai
Yue, Lei
Chen, Ying-Chun
SYNLETT, 2008, (19) : 2997 - 3000
[4] Anionic inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates.: Facile stereoselective synthesis of 5-isoxazolidinones leading to β-amino acids
Shindo, M
Itoh, K
Tsuchiya, C
Shishido, K
ORGANIC LETTERS, 2002, 4 (18) : 3119 - 3121
[5] A catalytic asymmetric 1,3-dipolar cycloaddition of nitrones to allyl alcohol
Ding, X
Taniguchi, K
Ukaji, Y
Inomata, K
CHEMISTRY LETTERS, 2001, (05) : 468 - 469
[6] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF NITRONES
BLACK, DSC
CROZIER, RF
DAVIS, VC
SYNTHESIS-STUTTGART, 1975, (04): : 205 - 221
[7] Palladium-catalyzed asymmetric 1,3-dipolar cycloaddition of nitrones to olefins
Hori, K
Kodama, H
Ohta, T
Furukawa, I
TETRAHEDRON LETTERS, 1996, 37 (33) : 5947 - 5950
[8] Asymmetric inverse electron-demand 1,3-dipolar cycloaddition of ynolates with a chiral nitrone derived from L-serine leading to β-amino acid derivatives
Shindo, M
Ohtsuki, K
Shishido, K
TETRAHEDRON-ASYMMETRY, 2005, 16 (16) : 2821 - 2831
[9] α,β-Unsaturated Amides as Dipolarophiles: Catalytic Asymmetric exo-Selective 1,3-Dipolar Cycloaddition with Nitrones
Zhang, Ming
Kumagai, Naoya
Shibasaki, Masakatsu
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (51) : 12450 - 12455
[10] Utilization of electron-donating α,β-unsaturated oximes: regioselective inverse 1,3-dipolar cycloaddition of nitrones
Hashimoto, Yoshimitsu
Ishiwata, Hiromasa
Tachikawa, Soko
Ban, Shintaro
Morita, Nobuyoshi
Tamura, Osamu
CHEMICAL COMMUNICATIONS, 2017, 53 (18) : 2685 - 2688

← 1 2 3 4 5 →