General strategy for the construction of enantiopure pyrrolidine-based alkaloids. Total synthesis of (-)-monomorine
- PMID: 17362042
- DOI: 10.1021/jo062532p
General strategy for the construction of enantiopure pyrrolidine-based alkaloids. Total synthesis of (-)-monomorine
Abstract
An enantiopure cis-2,5-disubstituted pyrrolidine building block was prepared from cocaine. The synthetic utility of this compound as a chiral building block was demonstrated by a short and efficient synthesis of the pyrrolidine-based alkaloid (-)-monomorine (six steps, 37% overall yield).
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