Stereoselective synthesis of functionalized carbocycles and heterocycles via an ester enolate Claisen/ring-closing metathesis manifold

被引:62
作者
Miller, JF [1 ]
Termin, A [1 ]
Koch, K [1 ]
Piscopio, AD [1 ]
机构
[1] Amgen Inc, Dept Chem, Boulder, CO 80301 USA
关键词
D O I
10.1021/jo980118m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3158 / 3159
页数:2
相关论文
共 31 条
[1]   AN EFFICIENT STEREOSELECTIVE SYNTHESIS OF DELTA-4,5-PIPECOLIC ESTERS [J].
ANGLE, SR ;
BREITENBUCHER, JG ;
ARNAIZ, DO .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (22) :5947-5955
[2]   Synthesis of sulphur-containing heterocycles by ring closing diene metathesis [J].
Armstrong, SK ;
Christie, BA .
TETRAHEDRON LETTERS, 1996, 37 (52) :9373-9376
[3]   ESTER-ENOLATE CLAISEN REARRANGEMENT OF ALPHA-AMINO-ACID DERIVATIVES [J].
BARTLETT, PA ;
BARSTOW, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (20) :3933-3941
[4]   ESTER-ENOLATE CLAISEN REARRANGEMENT OF LACTIC-ACID DERIVATIVES [J].
BARTLETT, PA ;
TANZELLA, DJ ;
BARSTOW, JF .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (20) :3941-3945
[5]   POLYMERIZATION OF FUNCTIONALIZED NORBORNENES EMPLOYING MO(CH-T-BU)(NAR)(O-T-BU)2 AS THE INITIATOR [J].
BAZAN, GC ;
SCHROCK, RR ;
CHO, HN ;
GIBSON, VC .
MACROMOLECULES, 1991, 24 (16) :4495-4502
[6]   AN ENOLATE CLAISEN ROUTE TO C-PYRANOSIDES - DEVELOPMENT AND APPLICATION TO AN IONOPHORE SYNTHON [J].
BURKE, SD ;
ARMISTEAD, DM ;
SCHOENEN, FJ ;
FEVIG, JM .
TETRAHEDRON, 1986, 42 (11) :2787-2801
[7]   Tandem glycolate Claisen rearrangement/ring-closing metathesis: A stereochemically general synthesis of substituted dihydropyran-2-carboxylates [J].
Burke, SD ;
Ng, RA ;
Morrison, JA ;
Alberti, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) :3160-3161
[8]   CHELATION CONTROL OF ENOLATE GEOMETRY - ACYCLIC DIASTEREOSELECTION VIA THE ENOLATE CLAISEN REARRANGEMENT [J].
BURKE, SD ;
FOBARE, WF ;
PACOFSKY, GJ .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (26) :5221-5228
[9]   An efficient asymmetric approach to carbocyclic nucleosides: Asymmetric synthesis of 1592U89, a potent inhibitor of HIV reverse transcriptase [J].
Crimmins, MT ;
King, BW .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (13) :4192-4193
[10]   CLAISEN REARRANGEMENTS OF LACTONIC (SILYL) ENOLATES - A NEW ROUTE OF FUNCTIONALIZED CYCLOALKENES [J].
DANISHEFSKY, S ;
FUNK, RL ;
KERWIN, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (22) :6889-6891