Paper
Chemo- and Diastereoselective N-Heterocyclic Carbene-Catalyzed Cross-Benzoin Reactions Using N-Boc-α-amino Aldehydes.
Published Aug 30, 2016 · P. Haghshenas, M. Gravel
Organic letters
26
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Influential Citations
Abstract
N-Boc-α-amino aldehydes are shown to be excellent partners in cross-benzoin reactions with aliphatic or heteroaromatic aldehydes. The chemoselectivity of the reaction and the facial selectivity on the amino aldehyde allow cross-benzoin products to be obtained in good yields and good diastereomeric ratios. The developed method is utilized as the key step in a concise total synthesis of d-arabino-phytosphingosine.
N-Boc--amino aldehydes are excellent partners in cross-benzoin reactions, enabling good yields and diastereomeric ratios in the synthesis of d-arabino-phytosphingosine.
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