A cyclopropanol-based strategy for subunit coupling: total synthesis of (+)-spirolaxine methyl ether.
A strategy for ketone synthesis with cyclopropanols as intermediates and its application to (+)-spirolaxine methyl ether is described. The synthesis also features an application of Fu's alkyl-alkyl Suzuki coupling.
Keaton
Katie A
KA
Department of Chemistry and Biochemistry, University of Colorado at Boulder, Boulder, CO 80309-0215, USA.
Phillips
Andrew J
AJ
D000085:Acetates / Q000737:chemistry; D000215:Acylation; D000475:Alkenes / Q000737:chemistry; D004988:Ethers, Cyclic / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis; D013141:Spiro Compounds / Q000737:chemistry*; D013175:Sporothrix / Q000737:chemistry
D000085:Acetates; D000475:Alkenes; D004988:Ethers, Cyclic; D007659:Ketones; D013141:Spiro Compounds; C517924:spirolaxine methyl ether; C043657:cyclopropanol; C007650:ethyl acetate