TPM: a new protecting group for alkynes
โ Scribed by Ariel Haskel; Ehud Keinan
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 319 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A new alkyne protecting group, trispyrazolylborateplatinum(methyl) (TPM), that can tolerate various reaction conditions and is particularly useful for electron-deficient acetylenes allows for synthetic manipulations of polyfunctional acetylenes. This protecting group withstands a variety of reaction conditions, including basic and acidic media, and the environment required for catalytic hydrogenation and for chromate oxidation reaction. The alkyne product is conveniently released from the protecting complex by the use of carbon monoxide under neutral conditions and ambient temperatures.
๐ SIMILAR VOLUMES
The diethylisopropylsilyl (DEIPS) group which is a new protective group for alcohols has been first characterized. DEIPS group can be distinguished from t-butyldimethylsilyl, triethylsilyl, tetrahydropyranyl groups and 2-deoxy glycoside with high selectivity in removing under mild acidic condition,
The 2-phenylsulfonylethyl group is a useful alkyl protecting group for nitrogen during indole synthesis; it is readily removed from the indole nitrogen under basic conditions.
During the course of various synthetic projects under study in these Laboratories we have had occasion to devise and apply a number of new methods for the protection of hydroxyl' , carbony and la&one' functions. 4 We now wish to report some recent results on the protection of aldehydes and ketones