Cobalt-catalyzed diastereoselective reductive [3+2] cycloaddition of allenes and enones

被引：83

作者：

Chang, Hong-Tai ^{[1
]}

Jayanth, Thiruvellore Thatai ^{[1
]}

Cheng, Chien-Hong ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30043, Taiwan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 14期

关键词：

D O I：

10.1021/ja0710196

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Allenes and enones undergo diastereoselective reductive [3 + 2] cycloaddition to form cyclopentanols in very good yields in the presence of CoI2(dppe), zinc, zinc iodide, and water.

引用

页码：4166 / +

页数：3

共 27 条

[1] Diverse reactivity manifolds of alkynyl enone- and alkynyl enal-derived nickelacycles: Discovery of nickel-promoted [3+2] and [2+1] cycloadditions
Chowdhury, SK
Amarasinghe, KKD
Heeg, MJ
Montgomery, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (28) : 6775 - 6776
[2] Addition of lithiated tertiary aromatic amides to epoxides and aziridines:: Asymmetric synthesis of (S)-(+)-mellein
Clayden, J
Stimson, CC
Helliwell, M
Keenan, M
[J]. SYNLETT, 2006, (06) : 873 - 876
[3] SCOPE AND STEREOCHEMICAL COURSE OF THE (TRIMETHYLSILYL)CYCLOPENTENE ANNULATION
DANHEISER, RL
CARINI, DJ
FINK, DM
BASAK, A
[J]. TETRAHEDRON, 1983, 39 (06) : 935 - 947
[4] DEVON TK, 1972, HDB NATURALLY OCCURI, V2
[5] Synthesis of pyran and pyranone natural products
Donner, CD
Gill, M
Tewierik, LM
[J]. MOLECULES, 2004, 9 (06) : 498 - 512
[6] MARINE NATURAL-PRODUCTS
FAULKNER, DJ
[J]. NATURAL PRODUCT REPORTS, 1988, 5 (06) : 613 - 663
[7] Asymmetric 1,3-dipolar cycloaddition reactions
Gothelf, KV
Jorgensen, KA
[J]. CHEMICAL REVIEWS, 1998, 98 (02) : 863 - 909
[8] Catalytic intermolecular enal-alkyne [3+2] reductive cycloadditions
Herath, Ananda
Montgomery, John
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) : 14030 - 14031
[9] Nickel-catalyzed intermolecular domino reactions
Ikeda, S
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (08) : 511 - 519
[10] Transition metal-mediated cycloaddition reactions
Lautens, M
Klute, W
Tam, W
[J]. CHEMICAL REVIEWS, 1996, 96 (01) : 49 - 92

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