Diastereoselective intramolecular Diels-Alder reactions of masked o-benzoquinones:: a short entry to highly functionalized tricyclic [m.2.2.0] ring systems

被引：36

作者：

Chen, YK ^{[1
]}

Peddinti, RK ^{[1
]}

Liao, CC ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 15期

关键词：

D O I：

10.1039/b103440p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Masked o-benzoquinones bearing a chiral center in the carbon-tether with a terminal olefin underwent diastereoselective intramolecular Diels-Alder reactions resulting in highly functionalized tricyclic ring systems.

引用

页码：1340 / 1341

页数：2

共 10 条

[1]

[Anonymous], 1991, Comprehensive Organic Synthesis

[2] Tandem oxidative acetalization-intramolecular Diels-Alder reactions of 2-methoxyphenols. Simple synthesis of bicyclo[2.2.2]octenone derivatives [J].

Chu, CS ;

Lee, TH ;

Rao, PD ;

Song, LD ;

Liao, CC .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11) :4111-4118

[3]

CRAIG D, 1995, STEREOSELECTIVE SYNT, V21, P2872

[4] Inverse-electron-demand Diels-Alder reactions of masked o-benzoquinones with enol ethers and styrene [J].

Gao, SY ;

Ko, S ;

Lin, YL ;

Peddinti, RK ;

Liao, CC .

TETRAHEDRON, 2001, 57 (02) :297-308

[5] Novel methodology for stereocontrolled synthesis of cis-decalins [J].

Hsiu, PY ;

Liao, CC .

CHEMICAL COMMUNICATIONS, 1997, (12) :1085-1086

[6]

Lai CH, 1997, SYNLETT, P1351

[7] PYRROLE AS A DIENOPHILE IN INTRAMOLECULAR INVERSE ELECTRON-DEMAND DIELS-ALDER REACTIONS WITH 1,2,4-TRIAZINES [J].

LI, JH ;

SNYDER, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (02) :516-519

[8] Synthetic uses of orthoquinone monoketals and their orthoquinol variants.: A review [J].

Quideau, S ;

Pouységu, L .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1999, 31 (06) :617-+

[9] Intramolecular Diels-Alder reactions of masked p-benzoquinones:: a novel methodology for the synthesis of highly functionalized cis-decalins [J].

Tsai, YF ;

Peddinti, RK ;

Liao, CC .

CHEMICAL COMMUNICATIONS, 2000, (06) :475-476

[10] Highly functionalized bicyclo[2.2.2]octenone-fused [60]fullerenes from masked o-benzoquinones and C60 [J].

Yen, CF ;

Peddinti, RK ;

Liao, CC .

ORGANIC LETTERS, 2000, 2 (18) :2909-2912

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