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Efficient Synthesis of Enantiomerically Pure C2-Symmetric Diols via the Allylboration of Appropriate Dialdehydes

โœ Scribed by P.Veeraraghavan Ramachandran; Guang-Ming Chen; Herbert C. Brown*


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
581 KB
Volume
38
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES


Efficient synthesis of chiral C2-symmetr
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An enantioselective synthesis of C 2 -symmetric bis-homoallylic aromatic and heteroaromatic diamines in 54-89% yields, in 73-94% de and P98% ee has been achieved via the allylboration of the corresponding N,N 0 -bis(trimethylsilyl)dialdimines and N,N 0 -bis(diisobutylalumino)dialdimines with B-allyl

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The inter-and intramolecular coupling of imines promoted by samarium diiodide and Lewis acids or by Zn/MsOH was extensively studied. The intramolecular reaction of chiral, enantiomerically pure bis-imines was also considered, and allowed the efficient, stereoselective synthesis of 1,2-diamines with