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Formation of cyclopentanone derivatives of adamantane during acylation of 2-butyne by 1-adamantanecarboxylic acid derivatives

✍ Scribed by M. I. Kanishchev; V. A. Smit; A. A. Shchegolev; R. Caple

Book ID
112438702
Publisher
Springer
Year
1978
Tongue
English
Weight
69 KB
Volume
27
Category
Article
ISSN
1573-9171

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πŸ“œ SIMILAR VOLUMES

Preparation of ring-labelled adamantane
Preparation of ring-labelled adamantane derivatives. I. 2-adamantanecarboxylic acid-2-14C and 2-methyladamantane-2-14C
✍ Z. Majerski; A. P. Wolf; P. V. R. Schleyer πŸ“‚ Article πŸ“… 1970 πŸ› John Wiley and Sons 🌐 French βš– 436 KB πŸ‘ 1 views

## Abstract A relatively simple route to 2‐substituted adamantane derivatives labelled with ^14^C at the 2‐position in the adamantane skeleton was developed. The approach used (Figure I) involved ring expansion of adamantanone by labelled diazomethane, conversion of the resulting 4‐homoadamantanone

The formation of 1,2-disubstituted adama
The formation of 1,2-disubstituted adamantanes via the acylation of alkynes with 1-adamantanoyl derivatives
✍ M.I. Kanischev; W.A. Smit; A.A. Schegolev; R. Caple πŸ“‚ Article πŸ“… 1978 πŸ› Elsevier Science 🌐 French βš– 200 KB

## Earlier we demonstrated that a 1,5-hydride shift readily occurs in the vinyl cation intermediate formed in the course of acylation of alkynes with acylium salts.' This paper deals with the application of this process for the preparation of a series of 1,2\_disubstituted adamantanes,