ChemInform Abstract: Syn-SN2′ Pathway in the Reaction of Certain γ-(Mesyloxy) α, β-Enoates with RCu(CN)MgX×BF3 Reagents. Importance of MgX and Bulky R Group upon the Diastereoselectivity.

T. IBUKA,T. TAGA,H. HABASHITA, K. NAKAI,H. TAMAMURA,N. FUJII,Y. CHOUNAN, H. NEMOTO,Y. YAMAMOTO

Cheminform（2010）

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摘要

The reactions of protected serine- and threonine-derived γ-(mesyloxy) α,β-unsaturated esters with various magnesio organocyanocopper Lewis acid complexes have been investigated. The formation of syn-S N 2' products in addition to the normally expected anti-S N 2'products is taken as an indication that the reaction proceeds by a mechanism involving coordination of the magnesiocuprate with the C(δ)-N:C(γ)-O syn-γ-(mesyloxy) α,β-enoates

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reagents,rcucnmgx×bf3,cheminform abstract

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