Article ID Journal Published Year Pages File Type
5281597 Tetrahedron Letters 2010 5 Pages PDF
Abstract

An enantioselective synthesis of C2-symmetric bis-homoallylic aromatic and heteroaromatic diamines in 54-89% yields, in 73-94% de and ⩾98% ee has been achieved via the allylboration of the corresponding N,N′-bis(trimethylsilyl)dialdimines and N,N′-bis(diisobutylalumino)dialdimines with B-allyldiisopinocampheylborane in the presence of methanol, followed by alkaline hydrogen peroxide workup. One-pot synthesis of stable N,N′-bis(benzaldimine-triethylborane) complexes and subsequent allylboration to afford benzene diamines is also described.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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