e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Organic letters

A convergent synthesis of the tricyclic architecture of the guanacastepenes featuring a selective ring fragmentation

WD Shipe, EJ Sorensen

Index: Begley, Michael J.; Mellor, Michael; Pattenden, Gerald Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 8 p. 1905 - 1912

Full Text: HTML

Citation Number: 65

Abstract

... This article references 22 other publications. (1) Brady, SF; Singh, MP; Janso, JE; Clardy, J. J. Am. Chem. Soc. 2000, 122, 2116−2117. ... Journal of the American Chemical Society (2000), 122 (9), 2116-2117CODEN: JACSAT ; ISSN:0002-7863. ...

Sodium acetate Structure

2-pent-4-enylcyclohexane-1,3-dione Structure

2-pent-4-enylcy...

~91%

(3-oxo-2-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-2-pent-4...

5-iodopent-1-ene Structure

5-iodopent-1-ene

~%

(3-oxo-2-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-2-pent-4...

1 5-DIMETHOXY-1 4-CYCLOHEXADIENE Structure

1 5-DIMETHOXY-1...

~%

(3-oxo-2-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-2-pent-4...

2,4-dimethoxy-3-pent-4-enylcyclohexa-1,4-diene Structure

2,4-dimethoxy-3...

~%

(3-oxo-2-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-2-pent-4...

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

(3-oxo-2-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-2-pent-4...

Ethanoic anhydride Structure

Ethanoic anhydride

2-pent-4-enoylcyclopentan-1-one Structure

2-pent-4-enoylc...

~%

N/A Structure

(2-pent-4-enoylcyclopenten-1-yl) acetate Structure

(2-pent-4-enoyl...

7-acetoxytricyclo[5.3.0.01,5]decan-2-one Structure

7-acetoxytricyc...

~%

2,3,3a,4,6,7,8,8a-octahydroazulene-1,5-dione Structure

2,3,3a,4,6,7,8,...

2-pent-4-enoylcyclopentan-1-one Structure

2-pent-4-enoylc...

~%

2,3,3a,4,6,7,8,8a-octahydroazulene-1,5-dione Structure

2,3,3a,4,6,7,8,...

1-Morpholino-1-cyclopentene Structure

1-Morpholino-1-...

4-Pentenoyl chloride Structure

4-Pentenoyl chloride

~25%

2-pent-4-enoylcyclopentan-1-one Structure

2-pent-4-enoylc...

2,4-dimethoxy-3-pent-4-enylcyclohexa-1,4-diene Structure

2,4-dimethoxy-3...

~%

2-pent-4-enylcyclohexane-1,3-dione Structure

2-pent-4-enylcy...

5-iodopent-1-ene Structure

5-iodopent-1-ene

~%

2-pent-4-enylcyclohexane-1,3-dione Structure

2-pent-4-enylcy...

1 5-DIMETHOXY-1 4-CYCLOHEXADIENE Structure

1 5-DIMETHOXY-1...

~%

2-pent-4-enylcyclohexane-1,3-dione Structure

2-pent-4-enylcy...

5-iodopent-1-ene Structure

5-iodopent-1-ene

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

2-pent-4-enylcyclohexane-1,3-dione Structure

2-pent-4-enylcy...

3-ethoxy-6-pent-4-enylcyclohex-2-en-1-one Structure

3-ethoxy-6-pent...

~83%

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

3-Ethoxy-2-cyclohexenone Structure

3-Ethoxy-2-cycl...

~%

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

11-ethoxybicyclo[5.3.1]undec-7(11)-en-4-one Structure

11-ethoxybicycl...

Detail

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

3-ethoxy-6-pent-4-enylcyclohex-2-en-1-one Structure

3-ethoxy-6-pent...

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

11-ethoxybicyclo[5.3.1]undec-7(11)-en-4-one Structure

11-ethoxybicycl...

Detail

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

11-ethoxybicyclo[5.3.1]undec-7(11)-en-4-one Structure

11-ethoxybicycl...

Detail

1-Morpholino-1-cyclohexene Structure

1-Morpholino-1-...

4-Pentenoyl chloride Structure

4-Pentenoyl chloride

~45%

2-pent-4-enoylcyclohexan-1-one Structure

2-pent-4-enoylc...

3-Ethoxy-2-cyclohexenone Structure

3-Ethoxy-2-cycl...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

3-ethoxy-6-pent-4-enylcyclohex-2-en-1-one Structure

3-ethoxy-6-pent...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

~%

2-acetyl-4-pent-4-enylcyclohexane-1,3-dione Structure

2-acetyl-4-pent...

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

11-ethoxybicyclo[5.3.1]undec-7(11)-en-4-one Structure

11-ethoxybicycl...

Detail

4-Pentenoyl chloride Structure

4-Pentenoyl chloride

~%

2-acetyl-2-pent-4-enoylcyclohexan-1-one Structure

2-acetyl-2-pent...

2-pent-4-enoylcyclohexan-1-one Structure

2-pent-4-enoylc...

~%

2-acetyl-2-pent-4-enoylcyclohexan-1-one Structure

2-acetyl-2-pent...

(2-pent-4-enoylcyclohexen-1-yl) acetate Structure

(2-pent-4-enoyl...

~%

2-acetyl-2-pent-4-enoylcyclohexan-1-one Structure

2-acetyl-2-pent...

3-Ethoxy-2-cyclohexenone Structure

3-Ethoxy-2-cycl...

~%

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

3-ethoxy-6-pent-4-enylcyclohex-2-en-1-one Structure

3-ethoxy-6-pent...

~%

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

Sodium acetate Structure

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

~%

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

Ethanoic anhydride Structure

Ethanoic anhydride

2-pent-4-enoylcyclohexan-1-one Structure

2-pent-4-enoylc...

~60%

(2-pent-4-enoylcyclohexen-1-yl) acetate Structure

(2-pent-4-enoyl...

4-Pentenoyl chloride Structure

4-Pentenoyl chloride

~%

(2-pent-4-enoylcyclohexen-1-yl) acetate Structure

(2-pent-4-enoyl...

3-Ethoxy-2-cyclohexenone Structure

3-Ethoxy-2-cycl...

~%

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

1,3-Cyclohexanedione Structure

1,3-Cyclohexanedione

~%

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

3-ethoxy-6-pent-4-enylcyclohex-2-en-1-one Structure

3-ethoxy-6-pent...

~%

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...

Sodium acetate Structure

4-pent-4-enylcyclohexane-1,3-dione Structure

4-pent-4-enylcy...

~%

(3-oxo-4-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-4-pent-4...

(3-oxo-6-pent-4-enylcyclohexen-1-yl) acetate Structure

(3-oxo-6-pent-4...