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

[11] Highly diastereoselective sulfonium ylide rearrangements to quaternary substituted indolines [J].

Boyarskikh, Vyacheslav ;

Nyong, Abijah ;

Rainier, Jon D. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (29) :5374-5377

[12] 5-SUBSTITUTED PYRIMIDINE NUCLEOSIDES AND NUCLEOTIDES [J].

BRADSHAW, TK ;

HUTCHINSON, DW .

CHEMICAL SOCIETY REVIEWS, 1977, 6 (01) :43-62

[13]

Brown J.D., 1984, COMPREHENSIVE HETERO, V3, P57

[14] METABOLITES OF THE PULMONATE SIPHONARIA-LESSONI [J].

CAPON, RJ ;

FAULKNER, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (13) :2506-2508

[15] Claisen rearrangement over the past nine decades [J].

Castro, AMM .

CHEMICAL REVIEWS, 2004, 104 (06) :2939-3002

[16]

Cheng C C, 1971, Prog Med Chem, V8, P61, DOI 10.1016/S0079-6468(08)70128-0

[17] The rearrangement of phenol-allyl-ather in C-allyl-phenole [J].

Claisen, L .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1912, 45 :3157-3166

[18]

Dantale S, 2002, CHEM-EUR J, V8, P632, DOI 10.1002/1521-3765(20020201)8:3<632::AID-CHEM632>3.0.CO

[19]

2-X

[20]

DECLERCQ E, 1987, J BIOL CHEM, V262, P14905

← 1 2 3 4 5 6 7 8 9 10 →