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Propane-1,3-diols asymmetric synthesis

Papuamine (5) contains a central 13-membered ring and has a C2-symmetry axis that passes through the central methylene of the diamino-propane bridge and bisects the ( , )-diene. Barrett and Heathcock completed an asymmetric synthesis of papuamine (Scheme 10) [28,29]. Both groups started their synthesis from C2-symmetric diol (106) and con-... [Pg.222]

Hayashi and co-workers applied the asymmetric direct aldol reaction for the synthesis of chiral building block 75 for (+)-cytotrienin A 76," which is a microbial antitumor secondary metabolite. The diol 75 was synthesized with high enantioselectivity by means of the organo-catalytic aldol reaction of furfural 55 and propanal 39 in the presence of a catalytic amount of 4-acyloxy proline 74 (Scheme 27.13). The original procedure, i.e., with proline as a catalyst, was not effective for large-scale synthesis of 75 because of low yield and low diastereoselec-tivity. Total synthesis of (+)-cytotrienin A 76 was achieved in another 32 steps from diol 75. [Pg.815]


See other pages where Propane-1,3-diols asymmetric synthesis is mentioned: [Pg.25]    [Pg.142]    [Pg.126]    [Pg.58]   
See also in sourсe #XX -- [ Pg.13 ]

See also in sourсe #XX -- [ Pg.13 ]




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1 - propane, asymmetric

Diols, synthesis

Propan-1,2-diol

Propane synthesis

Propane-1,3-diol

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