An Efficient High-Yield Synthesis of d-ribo-Phytosphingosine
Organic Letters2006Vol. 8(15), pp. 3303–3305
Citations Over TimeTop 10% of 2006 papers
Abstract
[Structure: see text] [4R-[4alpha(S),5alpha]]-2,2-Dimethyl-4-(2-oxo-5-vinyl[1,3]dioxolan-4-yl)oxazolidine-3-carboxylic acid tert-butyl ester 5a, obtained in excellent yield and diastereoselectivity by the alpha-hydroxyallylation of the Garner aldehyde (4), is exploited in a novel high-yield synthesis of D-ribo-phytosphingosine (8), using microwave-enhanced cross metathesis as the key step in the chain elongation.
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