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A facile and efficient synthesis of 3,3-dimethyl isopropylidene proline from (+)-3-carene. | LitMetric

A facile and efficient synthesis of 3,3-dimethyl isopropylidene proline from (+)-3-carene.

J Org Chem

Merck Research Laboratories, 2015 Galloping Hill Road, Kenilworth, New Jersey 07033, USA.

Published: February 2010

A highly efficient and practical route to 3,4-isopropylidene proline I, starting from (+)-3-carene, was developed. The three continuous stereocenters were constructed using the inherent chirality of the starting natural product 2. The overall yield for the 12-step synthesis is 34%. The optimized sequence leading to 1 has been successfully applied on a multigram scale, thereby establishing the practicality of this route.

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Source
http://dx.doi.org/10.1021/jo9022759DOI Listing

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