Journal
ORGANIC LETTERS
Volume 18, Issue 18, Pages 4518-4521Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02123
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Funding
- Natural Sciences and Engineering Research Council of Canada
- Canada Foundation for Innovation
- University of Saskatchewan
- WestGrid
- Compute Canada Calcul Canada
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N-Boc-alpha-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.
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