期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 126, 期 7, 页码 2194-2207出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja038353w
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The total synthesis of octalactins A and B has been achieved in 15 steps (longest linear sequence) and 10% overall yield from commercially available materials. Key steps include the Paterson-Aldol reaction for the rapid assembly of the carbonate 46, methylenation of 46 and subsequent Claisen rearrangement of the corresponding alkenyl-substituted cyclic ketene acetal to provide the core unsaturated medium-ring lactone 47, and the use of enzyme-mediated acetate deprotection in the presence of a medium-ring lactone.
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