Recent Advancement of the thio-Claisen Rearrangement

被引：9

作者：

Majumdar, Krishna C. ^{[1
,2
]}

Samanta, Srikanta ^{[1
]}

Chattopadhyay, Buddhadeb ^{[1
]}

Pal, Nilasish ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, WB, India

[2] Tezpur Univ, Dept Chem Sci, Tezpur 784028, Assam, India

来源：

CURRENT ORGANIC SYNTHESIS | 2012年 / 9卷 / 06期

关键词：

Thio-Claisen rearrangement; thermal Claisen-rearrangement; catalyzed-Claisen rearrangement; asymmetric rearrangement; sulfur heterocycles; regioselective synthesis; stereoselective synthesis; electrocyclization; 3,3]-sigmatropic shift; cyclodextrin; dihydroflustramine C; sequential Claisen rearrangement; Rh-2((S)-tbsp)(4); GAMMA; DELTA-UNSATURATED AMINO-ACIDS; FACILE REGIOSELECTIVE SYNTHESIS; QUATERNARY SUBSTITUTED THIOINDOLINES; SIGMATROPIC REARRANGEMENT; SULFUR HETEROCYCLES; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; PENTACYCLIC HETEROCYCLES; BIOACTIVE HETEROCYCLES;

D O I：

10.2174/157017912803901682

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This brief review deals with the recent progress in the implimentation of thio-Claisen rearrangement in synthetic organic chemistry. Thio-Claisen rearrangement has been utilized for the synthesis of many heterocyclic moieties of biological significance. Stereoselectivity of the thio-Claisen rearrangement has also been discussed. This short report mainly covers the literature published during 2003 onwards.

引用

页码：851 / 872

页数：22

共 158 条

[91] STEREOSELECTIVE TOTAL SYNTHESES OF AMAUROMINE AND 5-N-ACETYLARDEEMIN - A CONCISE ROUTE TO TILE FAMILY OF REVERSE-PRENYLATED HEXAHYDROPYRROLOINDOLE ALKALOIDS [J].

MARSDEN, SP ;

DEPEW, KM ;

DANISHEFSKY, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) :11143-11144

[92] Construction of spiro[pyrrolidine-3,3′-oxindoles] -: Recent applications to the synthesis of oxindole alkaloids [J].

Marti, C ;

Carreira, EM .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (12) :2209-2219

[93]

Maumato R., 1977, CHEM PHARM BULL, V25, P2974

[94] Non-carbonyl-stabilized metallocarbenoids in synthesis: The development of a tandem rhodium-catalyzed Bamford-Stevens/thermal aliphatic Claisen rearrangement sequence [J].

May, JA ;

Stoltz, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (42) :12426-12427

[95] NEW FUNGAL LACTONE, LL-P880-BETA, AND A NEW PYRONE, LL-P880-GAMMA, FROM A PENICILLIUM-SP [J].

MCGAHREN, WJ ;

ELLESTAD, GA ;

MORTON, GO ;

KUNSTMANN, MP ;

MULLEN, P .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (20) :3542-3544

[96]

Metzner P, 1999, TOP CURR CHEM, V204, P127

[97] THE USE OF THIOCARBONYL COMPOUNDS IN CARBON CARBON BOND FORMING REACTIONS [J].

METZNER, P .

SYNTHESIS-STUTTGART, 1992, (12) :1185-1199

[98] PALLADIUM-CATALYZED POLYHETERO-CLAISEN REARRANGEMENT OF 3-(ALLYLTHIO)-1,2,4-TRIAZIN-5(4H)-ONES [J].

MIZUTANI, M ;

SANEMITSU, Y ;

TAMARU, Y ;

YOSHIDA, Z .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (24) :4585-4589

[99]

Moghaddam F. M., 2005, J SULFUR CHEM, V26, P331

[100] Facile synthesis and regioselective thio-Claisen rearrangements of 5-prop-2-ynyl/enyl-sulfanyl pyrimidinones: transformation to thienopyrimidinones [J].

Mohan, C ;

Singh, P ;

Mahajan, MP .

TETRAHEDRON, 2005, 61 (45) :10774-10780

← 5 6 7 8 9 10 11 12 13 14 →