Rapid defunctionalization of carbonyl group to methylene with polymethylhydrosiloxane-B(C6F5)3

被引：109

作者：

Chandrasekhar, S ^{[1
]}

Reddy, CR ^{[1
]}

Babu, BN ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem 1, Hyderabad 500007, Andhra Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 25期

关键词：

D O I：

10.1021/jo0204045

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The polymethylhydrosiloxane-B(C6F5)(3) combination is found to be a versatile carbonyl defunctionalization system under mild and rapid conditions. For the first time, B(C6F5)(3) has been used as a nonconventional Lewis acid catalyst to activate PMHS. Aromatic and aliphatic carbonyl compounds were effectively reduced to give the corresponding alkanes in high yields.

引用

页码：9080 / 9082

页数：3

共 52 条

[21] DEOXIDATION REDUCTION OF AROMATIC ESTERS, ALPHA-DIKETONES, ACYLOINS, AND EPOXIDES TO THE CORRESPONDING BIBENZYL PRODUCTS WITH LITHIUM 4,4'-DI-T-BUTYLBIPHENYL RADICAL-ANION
KARAMAN, R
FRY, JL
[J]. TETRAHEDRON LETTERS, 1989, 30 (37) : 4931 - 4934
[22] RELATIVE BINDING-AFFINITY OF CARBOXYLATE AND ITS ISOSTERES - NITRO, PHOSPHATE, PHOSPHONATE, SULFONATE, AND DELTA-LACTONE
KELLY, TR
KIM, MH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (16) : 7072 - 7080
[23] SYNTHESIS OF ALKYL-SUBSTITUTED N-PROTECTED INDOLES VIA ACYLATION AND REDUCTIVE DEOXYGENATION
KETCHA, DM
LIEURANCE, BA
HOMAN, DFJ
GRIBBLE, GW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (18) : 4350 - 4356
[24] Kishner N., 1911, J RUSS PHYS CHEM SOC, V43
[25] KOHSROVI M, 1975, TETRAHEDRON LETT, V16, P2619
[26] KURSANOV DN, 1974, SYNTHESIS-STUTTGART, P633
[27] LAROCK RC, 1999, COMPREHENSIVE ORGANI, P61
[28] Polymethylhydrosiloxane: a versatile reducing agent for organic synthesis
Lawrence, NJ
Drew, MD
Bushell, SM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (23): : 3381 - 3391
[29] ORTHOCYCLOPHANES .4. FUNCTIONALIZATION OF [1(N)]ORTHOCYCLOPHANES ON THE AROMATIC RINGS
LEE, WY
PARK, CH
KIM, EH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) : 4495 - 4500
[30] ORTHOCYCLOPHANES .1. SYNTHESIS AND CHARACTERIZATION OF [14]ORTHOCYCLOPHANE AND [15]ORTHOCYCLOPHANE AND BICYCLIC BISCYCLOPHANES
LEE, WY
PARK, CH
KIM, YD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (15) : 4074 - 4079

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