Diastereoselective Baylis-Hillman reaction of 4-oxoazetidine-2-carbaldehydes:: rapid, stereocontrolled and divergent radical synthesis of highly functionalised β-lactams fused to medium rings

被引：38

作者：

Alcaide, B ^{[1
]}

Almendros, P ^{[1
]}

Aragoncillo, C ^{[1
]}

机构：

[1] Univ Complutense, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 18期

关键词：

D O I：

10.1039/a905017e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Baylis-Hillman adducts derived from enantiopure 1-alkenyl- or alkynyl-4-oxoazetidine-2-carbaldehydes are used for the stereoselective and divergent preparation of highly functionalised beta-lactams fused to medium rings through novel, chemocontrolled tandem radical addition-cyclization sequences.

引用

页码：1913 / 1914

页数：2

共 4 条

[1] Straightforward asymmetric entry to highly functionalized medium-sized rings fused to β-lactams via chemo- and stereocontrolled divergent radical cyclization of Baylis-Hillman adducts derived from 4-oxoazetidine-2-carbaldehydes
Alcaide, B
Almendros, P
Aragoncillo, C
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (05): : 1612 - 1620
[2] Stereoselective allylation of 4-oxoazetidine-2-carbaldehydes.: Application to the stereocontrolled synthesis of fused tricyclic β-lactams via intramolecular Diels-Alder reaction of 2-azetidinone-tethered trienes
Alcaide, B
Almendros, P
Salgado, NR
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (11): : 3310 - 3321
[3] Lewis acid-promoted intermolecular carbonyl-ene reaction of enantiopure 4-oxoazetidine-2-carbaldehydes.: Rapid entry to novel fused polycyclic β-lactams
Alcaide, B
Almendros, P
Pardo, C
Rodríguez-Ranera, C
Rodríguez-Vicente, A
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (08): : 3106 - 3111
[4] Synthesis of fused nine-membered rings: a simple protocol for synthesis of [1,2,3]-triazolo-[1,4]-benzoxazonine frameworks from the Baylis-Hillman acetates
Basavaiah, Deevi
Reddy, Bhavanam Sekhara
Lingam, Harathi
TETRAHEDRON, 2013, 69 (47) : 10060 - 10067

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