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A transaminative synthesis of 9-amino-9-fluorenecarboxylic acid esters

✍ Scribed by Mark T. DuPriest; Raymond E. Conrow; Daniel Kuzmich

Book ID
104222231
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
235 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis

The benzyi imines of several fluorenones were treated with base, followed by methyl chloroformate, to introduce the wbomethoxy group at the 9-fluorenyl position. lmine hydrolysis afforded the title compounds. The reaction was readily conducted on a 30-g scale.

Glycine esters (1, 2 = C02R) can be conveniently elaborated into higher u-amino acid esters 3 by conversion to their N-arylidene derivatives followed by alkylation (Scheme I, 2 = PhCHO or Ph2CO).' a*b

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