A novel and facile synthesis of functionalized [4.4.3] and [4.4.4] propellano-bislactones using acetates of the Baylis-Hillman adducts

被引：62

作者：

Basavaiah, D ^{[1
]}

Satyanarayana, T ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 23期

关键词：

D O I：

10.1021/ol016469w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A simple and convenient synthesis of 11,16-di[(E)-arylidene]-13,14-dioxatetracyclo-[7.4.4.0.(1,9)0(2,7)]heptadeca-2,4,6-trione-12,15-diones and 12,17-di[(E)-benzylidene]-14,15-dioxatetracyclo[8.4.4.0.(1,10)0(2,7)]octadeca-2,4,6-triene-13,16-dione, i.e., 2,10-dioxa[4.4.3]propellane-3,9-diones and 2,10-dioxa[4.4.4] propellane-3,9-dione, using acetates of the Baylis-Hillman adducts has been described.

引用

页码：3619 / 3622

页数：4

共 36 条

[1] Metal- and ligand-accelerated catalysis of the Baylis-Hillman reaction
Aggarwal, VK
Mereu, A
Tarver, GJ
McCague, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (21) : 7183 - 7189
[2] STRUCTURE AND CONFORMATION OF HETEROCYCLES .21. PROBING THE ANOMERIC EFFECT IN ORTHOESTERS - STRUCTURE, CONFORMATION, AND DYNAMIC BEHAVIOR OF A UNIQUE ORTHOOXALATE - 2,5,7,10,11,14-HEXAOXA[4.4.4]PROPELLANE
APED, P
FUCHS, B
GOLDBERG, I
SENDEROWITZ, H
TARTAKOVSKY, E
WEINMAN, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) : 5585 - 5590
[3] PROPELLANES .80. BAEYER-VILLIGER OXIDATION OF [4.3.3]PROPELLANE-8,11-DIONE .79.
ASHKENAZI, P
KAPON, M
PIANTINI, U
VONPHILIPSBORN, W
GINSBURG, D
[J]. HELVETICA CHIMICA ACTA, 1985, 68 (03) : 614 - 617
[4] Asymmetric Baylis-Hillman reactions: catalysis using a chiral pyrrolizidine base
Barrett, AGM
Cook, AS
Kamimura, A
[J]. CHEMICAL COMMUNICATIONS, 1998, (22) : 2533 - 2534
[5] The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction
Basavaiah, D
Rao, PD
Hyma, RS
[J]. TETRAHEDRON, 1996, 52 (24) : 8001 - 8062
[6] One-pot inter- and intramolecular Friedel-Crafts reactions in Baylis-Hillman chemistry:: a novel facile synthesis of (E)-2-arylideneindan-1-ones
Basavaiah, D
Reddy, RM
[J]. TETRAHEDRON LETTERS, 2001, 42 (16) : 3025 - 3027
[7] The Baylis-Hillman chemistry in aqueous media: a convenient synthesis of 2-methylenealkanoates and alkanenitriles
Basavaiah, D
Kumaragurubaran, N
[J]. TETRAHEDRON LETTERS, 2001, 42 (03) : 477 - 479
[8] Baylis-Hillman chemistry: a novel synthesis of functionalized 1,4-pentadienes
Basavaiah, D
Kumaragurubaran, N
Sharada, DS
[J]. TETRAHEDRON LETTERS, 2001, 42 (01) : 85 - 87
[9] A facile one-pot conversion of acetates of the Baylis-Hillman adducts to [E]-α-methylcinnamic acids
Basavaiah, D
Krishnamacharyulu, M
Hyma, RS
Sarma, PKS
Kumaragurubaran, N
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) : 1197 - 1200
[10] APPLICATIONS OF BAYLIS-HILLMAN COUPLING PRODUCTS - A REMARKABLE REVERSAL OF STEREOCHEMISTRY FROM ESTERS TO NITRILES - A SIMPLE SYNTHESIS OF (2E)-2-METHYLALK-2-EN-1-OLS AND (2Z)-2-METHYLALK-2-ENENITRILES
BASAVAIAH, D
SARMA, PKS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (13) : 955 - 957

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