| Literature DB >> 17081003 |
R Karl Dieter1, Ningyi Chen, Vinayak K Gore.
Abstract
Enantioenriched propargyl mesylates or perfluorobenzoates react with alpha-(N-carbamoyl)alkylcuprates to afford scalemic alpha-(N-carbamoyl) allenes which undergo N-Boc deprotection and AgNO3-promoted cyclization to afford N-alkyl-3-pyrrolines. The synthetic sequence proceeds under optimal conditions with no loss of enantiopurity relative to the starting propargyl alcohols prepared by asymmetric addition of terminal alkynes to aldehydes.Entities:
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Year: 2006 PMID： 17081003 DOI： 10.1021/jo061442h
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354