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Addition of 2-(phenoxymethyl)-2-propenylmagnesium chloride to epoxides followed by Pd(0)-catalyzed cyclization: A one-pot synthesis of 3-methylenetetrahydropyrans

✍ Scribed by J. van der Louw; G.J.J. Out; J.L. van der Baan; F.J.J. de Kanter; F. Bickelhaupt; G.W. Klumpp

Book ID
104232972
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
216 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Addition of 2-(phenoxymethyl)-2-propenylmagnesium chloride to epoxides afforded the ring opening products 3 which were converted by Pd(0) to 3-methylenetetrahydropyrans 4.

📜 SIMILAR VOLUMES

2-alkoxy-3-methylenetetrahydrofurans by
2-alkoxy-3-methylenetetrahydrofurans by addition of 2-(bromozincmethyl)-3,3-dialkoxy-1-propenes to aldehydes and ketones followed by Pd(0)-catalyzed cyclization
✍ J. van der Louw; J. L. van der Baan; P. Timmerman; F. J. J. de Kanter; F. Bickel 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 137 KB

## Abstract Reaction of 2‐(bromozincmethyl)‐3,3‐dialkoxy‐1‐propenes 2 with aldehydes and ketones afforded addition products 4 which underwent Pd(0)‐catalyzed cyclization to 2‐alkoxy‐3‐methylenetetrahydrofurans 5.

Conjugated exocyclic dienes by addition
Conjugated exocyclic dienes by addition of 2-(benzyloxymethyl)-3-(bromozincmethyl)-1,3-but adiene to aldehydes, ketones and imines followed by Pd(0)-catalyzed cyclization
✍ J. van der Louw; M. Slagt; J.L. van der Baan; F. Bickelhaupt; G.W. Klumpp 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 187 KB

## Reaction of 2-(benzyloxymethyl)-3-(bromozincmethyl)-I ,3-butadiene with aldehydes, ketones and imines afforded addition products 6, which underwent Pd(O)-catalyzed cyclization to the conjugated exocyclic dienes 7.