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Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride
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| Zeitschriftentitel: | European Journal of Organic Chemistry |
|---|---|
| Personen und Körperschaften: | , , , |
| In: | European Journal of Organic Chemistry, 2007, 2007, 2, S. 351-355 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Wiley
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| Schlagwörter: |
| author_facet |
Freifeld, Ilia Bose, Gopal Eckardt, Tobias Langer, Peter Freifeld, Ilia Bose, Gopal Eckardt, Tobias Langer, Peter |
|---|---|
| author |
Freifeld, Ilia Bose, Gopal Eckardt, Tobias Langer, Peter |
| spellingShingle |
Freifeld, Ilia Bose, Gopal Eckardt, Tobias Langer, Peter European Journal of Organic Chemistry Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride Organic Chemistry Physical and Theoretical Chemistry |
| author_sort |
freifeld, ilia |
| spelling |
Freifeld, Ilia Bose, Gopal Eckardt, Tobias Langer, Peter 1434-193X 1099-0690 Wiley Organic Chemistry Physical and Theoretical Chemistry http://dx.doi.org/10.1002/ejoc.200600398 <jats:title>Abstract</jats:title><jats:p>Lewis acid‐catalyzed cyclizations of 1,5‐bis(trimethylsilyloxy)‐1,3,5‐hexatrienes and 1,3,5‐tris(trimethylsilyloxy)‐1,3,5‐hexatrienes with oxalyl chloride resulted in the formation of polyunsaturated γ‐alkylidenebutenolides, while the cyclization of a 2,4‐bis(trimethylsilyloxy)‐1,3,5‐hexatriene with oxalyl chloride afforded a γ‐(2‐oxobut‐3‐en‐1‐ylidene)butenolide, permitting a formal synthesis of the natural product lucidone. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</jats:p> Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride European Journal of Organic Chemistry |
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| title |
Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_unstemmed |
Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_full |
Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_fullStr |
Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_full_unstemmed |
Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_short |
Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_sort |
synthesis of γ‐alkylidenebutenolides by formal [3+2] cyclizations of 1,5‐ and 2,4‐bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with oxalyl chloride |
| topic |
Organic Chemistry Physical and Theoretical Chemistry |
| url |
http://dx.doi.org/10.1002/ejoc.200600398 |
| publishDate |
2007 |
| physical |
351-355 |
| description |
<jats:title>Abstract</jats:title><jats:p>Lewis acid‐catalyzed cyclizations of 1,5‐bis(trimethylsilyloxy)‐1,3,5‐hexatrienes and 1,3,5‐tris(trimethylsilyloxy)‐1,3,5‐hexatrienes with oxalyl chloride resulted in the formation of polyunsaturated γ‐alkylidenebutenolides, while the cyclization of a 2,4‐bis(trimethylsilyloxy)‐1,3,5‐hexatriene with oxalyl chloride afforded a γ‐(2‐oxobut‐3‐en‐1‐ylidene)butenolide, permitting a formal synthesis of the natural product lucidone. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</jats:p> |
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| author | Freifeld, Ilia, Bose, Gopal, Eckardt, Tobias, Langer, Peter |
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| description | <jats:title>Abstract</jats:title><jats:p>Lewis acid‐catalyzed cyclizations of 1,5‐bis(trimethylsilyloxy)‐1,3,5‐hexatrienes and 1,3,5‐tris(trimethylsilyloxy)‐1,3,5‐hexatrienes with oxalyl chloride resulted in the formation of polyunsaturated γ‐alkylidenebutenolides, while the cyclization of a 2,4‐bis(trimethylsilyloxy)‐1,3,5‐hexatriene with oxalyl chloride afforded a γ‐(2‐oxobut‐3‐en‐1‐ylidene)butenolide, permitting a formal synthesis of the natural product lucidone. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</jats:p> |
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| spelling | Freifeld, Ilia Bose, Gopal Eckardt, Tobias Langer, Peter 1434-193X 1099-0690 Wiley Organic Chemistry Physical and Theoretical Chemistry http://dx.doi.org/10.1002/ejoc.200600398 <jats:title>Abstract</jats:title><jats:p>Lewis acid‐catalyzed cyclizations of 1,5‐bis(trimethylsilyloxy)‐1,3,5‐hexatrienes and 1,3,5‐tris(trimethylsilyloxy)‐1,3,5‐hexatrienes with oxalyl chloride resulted in the formation of polyunsaturated γ‐alkylidenebutenolides, while the cyclization of a 2,4‐bis(trimethylsilyloxy)‐1,3,5‐hexatriene with oxalyl chloride afforded a γ‐(2‐oxobut‐3‐en‐1‐ylidene)butenolide, permitting a formal synthesis of the natural product lucidone. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</jats:p> Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride European Journal of Organic Chemistry |
| spellingShingle | Freifeld, Ilia, Bose, Gopal, Eckardt, Tobias, Langer, Peter, European Journal of Organic Chemistry, Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride, Organic Chemistry, Physical and Theoretical Chemistry |
| title | Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_full | Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_fullStr | Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_full_unstemmed | Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_short | Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| title_sort | synthesis of γ‐alkylidenebutenolides by formal [3+2] cyclizations of 1,5‐ and 2,4‐bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with oxalyl chloride |
| title_unstemmed | Synthesis of γ‐Alkylidenebutenolides by Formal [3+2] Cyclizations of 1,5‐ and 2,4‐Bis(trimethylsilyloxy)‐1,3,5‐hexatrienes with Oxalyl Chloride |
| topic | Organic Chemistry, Physical and Theoretical Chemistry |
| url | http://dx.doi.org/10.1002/ejoc.200600398 |