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ChemInform Abstract: Condensation of α-Hydroxy Ketones with Phosphorus Ylides: A Convenient Synthesis of Linear Heterocyclic Derivatives.

✍ Scribed by Wafaa M. Abdou; Yehia O. El-Khoshnieh; Azza A. Kamel

Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Condensation of α-Hydroxy Ketones with Phosphorus Ylides: A Convenient Synthesis of Linear Heterocyclic Derivatives. -Depending on the electronic nature of substituents in the α-position of the methylenephosphorane and the reaction conditions, reaction of α-hydroxy ketones (I) with phosphorous ylides gives the corresponding Wittig olefination products either as stable compounds [cf. (III), (VII) and (X)] or as reactive intermediates which are transformed in situ to furnish stable furan derivatives [cf. (IV), (XI)]. However, reaction of hydroxy ketones (I) with arylidenephosphorane (XII) provides dioxolo compounds (XIII) via a conjugate addition process. -(ABDOU,

📜 SIMILAR VOLUMES

Condensation of α-hydroxy ketones with p
Condensation of α-hydroxy ketones with phosphorus ylides: A convenient synthesis of linear heterocyclic formation
✍ Wafaa M. Abdou; Yehia O. El-Khoshnieh; Azza A. Kamel 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 221 KB 👁 1 views

Reaction of ␣-hydroxy ketones, furoin (1a) and/or benzoin (1b), with an appropriate phosphorus ylide (6a-d) provides access to new alkenes E-8a-d, 15, 16 and/or furan derivatives 11a,b and 21. Furthermore, reaction of 1a,b with arylidenephosphorane 7 led to the formation of the respective dioxolo co