| Literature DB >> 19681592 |
Laura E Bourque1, Pamela A Haile, K A Woerpel.
Abstract
(-)-Isopulegol derivatives undergo a ring contraction under silylene-mediated conditions to provide cyclopentane products. Silylene transfer to other homoallylic ethers did not provide the ring contraction products. Allylic silane products were elaborated to determine the stereochemical course of the ring contraction reaction. A mechanism for the transformation is proposed.Entities:
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Year: 2009 PMID: 19681592 PMCID: PMC2749648 DOI: 10.1021/jo901111j
Source DB: PubMed Journal: J Org Chem ISSN: 0022-3263 Impact factor: 4.354