Recent Developments in Pd0-Catalyzed Alkene-Carboheterofunctionalization Reactions

被引：115

作者：

Garlets, Zachary J. ^{[1
]}

White, Derick R. ^{[1
]}

Wolfe, John P. ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, 930 N Univ Ave, Ann Arbor, MI 48109 USA

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 6卷 / 06期

关键词：

alkenes; carbocycles; heterocycles; palladium; synthetic methods; ENANTIOSELECTIVE TOTAL-SYNTHESIS; PD-CATALYZED CARBOAMINATION; ASYMMETRIC TOTAL-SYNTHESIS; NATURAL-PRODUCT SYNTHESIS; STEREOCONTROLLED SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; MIGRATORY INSERTION; ALDER REACTIONS; MILD CONDITIONS; WACKER REACTION;

D O I：

10.1002/ajoc.201600577

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This Focus Review summarizes recent developments in palladium-catalyzed alkene carboalkoxylation and carboamination reactions. New synthetic methods that have been reported within the past four years are described, along with mechanistic insights and the influence of reaction mechanism on product stereochemistry. The applications of these transformations to the synthesis of natural products and other biologically relevant compounds are also discussed.

引用

页码：636 / 653

页数：18

共 109 条

[71] IMDAF cycloaddition as a method for the preparation of pyrrolophenanthridine alkaloids [J].

Padwa, A ;

Dimitroff, M ;

Waterson, AG ;

Wu, TH .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (12) :3986-3997

[72] A concise synthesis of (+)-batzelladine B from simple pyrrole-based starting materials [J].

Parr, Brendan T. ;

Economou, Christos ;

Herzon, Seth B. .

NATURE, 2015, 525 (7570) :507-510

[73] Intramolecular Diels-Alder reaction as a key step in tandem or sequential processes: a versatile tool for the synthesis of fused and bridged bicyclic or polycyclic compounds [J].

Parvatkar, Prakash T. ;

Kadam, Hari K. ;

Tilve, Santosh G. .

TETRAHEDRON, 2014, 70 (18) :2857-2888

[74] NOVEL ALKALOIDS FROM THE SPONGE BATZELLA SP - INHIBITORS OF HIV GP120-HUMAN CD4 BINDING [J].

PATIL, AD ;

KUMAR, NV ;

KOKKE, WC ;

BEAN, MF ;

FREYER, AJ ;

DEBROSSE, C ;

MAI, S ;

TRUNEH, A ;

FAULKNER, DJ ;

CARTE, B ;

BREEN, AL ;

HERTZBERG, RP ;

JOHNSON, RK ;

WESTLEY, JW ;

POTTS, BCM .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1182-1188

[75] Batzelladines F-I, novel alkaloids from the sponge Batzella sp.: Inducers of p56(lck)-CD4 dissociation [J].

Patil, AD ;

Freyer, AJ ;

Taylor, PB ;

Carte, B ;

Zuber, G ;

Johnson, RK ;

Faulkner, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (06) :1814-1819

[76] Stereocontrolled Domino Reactions [J].

Pellissier, Helene .

CHEMICAL REVIEWS, 2013, 113 (01) :442-524

[77] Palladium-Catalyzed Alkene Carboamination Reactions of Electron-Poor Nitrogen Nucleophiles [J].

Peterson, Luke J. ;

Wolfe, John P. .

ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (10) :2339-2344

[78] AN ENANTIOSPECIFIC SYNTHESIS OF THE TRICYCLIC GUANIDINE SEGMENT OF THE ANTI-HIV MARINE ALKALOID BATZELLADINE-A [J].

RAO, AVR ;

GURJAR, MK ;

VASUDEVAN, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (13) :1369-1370

[79] Synthesis of 1,4-benzodiazepinones via palladium-catalysed allene carbopalladation/amination domino sequence [J].

Rigamonti, Micol ;

Prestat, Guillaume ;

Broggini, Gianluigi ;

Poli, Giovanni .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 760 :149-155

[80]

Schultz D.M., 2012, SYNTHESIS-STUTTGART, P351

← 2 3 4 5 6 7 8 9 10 11 →