๐”– Bobbio Scriptorium
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Protection of primary amino as pyrrole in organometallic reagents

โœ Scribed by Anthony P. Davis; Thomas J. Egan


Book ID
104214749
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
127 KB
Volume
33
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Pyrrole 5 was converted into Grignard and organocuprate reagents. After addition of the latter to alkene 6, the pyrrole ring was converted to a primary amine by ozonolysis, reduction and hydrolysis.

In the course of our programme on the synthesis of "cholaphanes", macrocyclic host molecules derived from cholic acid (l),' we have required synthons of the general form 2 for use in the introduction of a spacer


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The mixed copper, zinc benzylic organometallics la-k react efficiently with various electrophiles. By the reaction with acyl chlorides, highly functionalized 2-substituted indoles are produced. The treatment of la with allylic bromides, 3-iodo-cyclohexenone and ethyl propiolate furnishes polyfunctio