دورية أكاديمية
(Z)-Selective Takai olefination of salicylaldehydes
العنوان: | (Z)-Selective Takai olefination of salicylaldehydes |
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المؤلفون: | Stephen M. Geddis, Caroline E. Hagerman, Warren R. J. D. Galloway, Hannah F. Sore, Jonathan M. Goodman, David R. Spring |
المصدر: | Beilstein Journal of Organic Chemistry, Vol 13, Iss 1, Pp 323-328 (2017) |
بيانات النشر: | Beilstein-Institut, 2017. |
سنة النشر: | 2017 |
المجموعة: | LCC:Science LCC:Organic chemistry |
مصطلحات موضوعية: | alkenyl iodides, salicylaldehydes, stereoselectivity, Takai olefination, transition state, Science, Organic chemistry, QD241-441 |
الوصف: | The Takai olefination (or Takai reaction) is a method for the conversion of aldehydes to vinyl iodides, and has seen widespread implementation in organic synthesis. The reaction is usually noted for its high (E)-selectivity; however, herein we report the highly (Z)-selective Takai olefination of salicylaldehyde derivatives. Systematic screening of related substrates led to the identification of key factors responsible for this surprising inversion of selectivity, and enabled the development of a modified mechanistic model to rationalise these observations. |
نوع الوثيقة: | article |
وصف الملف: | electronic resource |
اللغة: | English |
تدمد: | 1860-5397 |
Relation: | https://doaj.org/toc/1860-5397 |
DOI: | 10.3762/bjoc.13.35 |
URL الوصول: | https://doaj.org/article/db590cb3d79c4c7c91990818a9ee7a4f |
رقم الأكسشن: | edsdoj.b590cb3d79c4c7c91990818a9ee7a4f |
قاعدة البيانات: | Directory of Open Access Journals |
تدمد: | 18605397 |
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DOI: | 10.3762/bjoc.13.35 |