Transformation of α,β-epoxyesters into 2,3-dideuterioesters promoted by samarium diiodide

被引：19

作者：

Concellón, JM ^{[1
]}

Bardales, E ^{[1
]}

Llavona, R ^{[1
]}

机构：

[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 04期

关键词：

D O I：

10.1021/jo026043a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An easy and general sequenced elimination/reduction process by means of samariurn diiodide, in the presence of D2O, provides an efficient method for synthesizing 2,3-dideuterioesters 2. The reaction can be also carried out in the presence of H2O instead of D2O, yielding the corresponding saturated esters 4. Other deuterated esters have been also obtained. A mechanism to explain this synthesis has been proposed.

引用

页码：1585 / 1588

页数：4

共 28 条

[1]

Concellon J.M., 2000, ANGEW CHEM, V112, P2866

[2] Synthesis of (E)-α,β-unsaturated esters with total or high diastereoselectivity from α,β-epoxyesters [J].

Concellón, JM ;

Bardales, E .

ORGANIC LETTERS, 2002, 4 (02) :189-191

[3]

Concellón JM, 2001, CHEM-EUR J, V7, P4266, DOI 10.1002/1521-3765(20011001)7:19<4266::AID-CHEM4266>3.0.CO

[4]

2-8

[5]

Concellón JM, 1999, ANGEW CHEM INT EDIT, V38, P2384, DOI 10.1002/(SICI)1521-3773(19990816)38:16<2384::AID-ANIE2384>3.0.CO

[6]

2-3

[7]

Concellón JM, 2000, ANGEW CHEM INT EDIT, V39, P2773, DOI 10.1002/1521-3773(20000804)39:15<2773::AID-ANIE2773>3.0.CO

[8]

2-W

[9]

Concellón JM, 2001, CHEM-EUR J, V7, P3062, DOI 10.1002/1521-3765(20010716)7:14<3062::AID-CHEM3062>3.0.CO

[10]

2-F

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