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A Protocol for an Iodine–Metal Exchange Reaction on Cubane Using Lithium Organozincates

Author:
Kato, Yumi, Williams, Craig M., Uchiyama, Masanobu, Matsubara, Seijiro
Source:
Organic letters 2019 v.21 no.2 pp. 473-475
ISSN:
1523-7052
Subject:
Lewis acids, aldehydes, chemical reactions, lithium, moieties
Abstract:
The iodine–metal exchange reaction on cubane was examined using various lithium organozincates. Among these, the dianionic zincate, n-Bu₄ZnLi₂, gave optimum results. The resulting cubyl metal species could be converted into various cubane derivatives via addition reactions with electrophiles, such as an organohalide or aldehyde. The potential functional group tolerance of organozincates lends this protocol to the synthesis of polyfunctionalized cubane derivatives.
Agid:
6272282