264872-39-1Relevant articles and documents
Synthesis of the γ-amino-β-hydroxy acid of hapalosin via an asymmetric dihydroxylation route
Maier, Martin E.,Hermann, Christoph
, p. 557 - 561 (2007/10/03)
Starting from the allylic alcohol 3, the epoxide 7 was prepared by asymmetric dihydroxylation of the allylic chloride followed by subsequent protection of the secondary hydroxy group. Opening of the oxirane with phenyl cuprate gave the triol 8 with a free hydroxy group. Mitsunobu reaction of 8 with diphenylphosphoryl azide led to the azide 9. Simple functional group manipulations delivered the acid 2 in further five steps. (C) 2000 Elsevier Science Ltd.