Synthesis

Effective synthetic routes to cubylcarbinol derivatives

R Priefer, PG Farrell, DN Harpp

Index: Priefer, Ronny; Farrell, Patrick G.; Harpp, David N. Synthesis, 2002 , # 18 p. 2671 - 2673

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Citation Number: 13

Abstract

Cubylcarbinol (1) has previously been prepared in three steps from commercially available dimethyl-1,4-cubane dicarboxylate (2). [9] Partial hydrolysis of 2 yields 4-methoxycarbonylcubane carboxylic acid (3) which was converted to cubanecarboxylic acid (4) via a Barton decarboxylation followed by additional hydrolysis. [9a] Reduction of 4 affords cubylcarbinol (1). [9b] The best literature preparation delivers 1 in 70% overall yield from 2. Herein, we report three ...

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