title: Gold-catalyzed Hosomi-Sakurai type reaction for the total synthesis of herboxidiene.
abstract: Total synthesis of herboxidiene/GEX1A/TAN-1609 has been accomplished in the 22 longest linear sequences starting from 2-butyne-1,4-diol following our recently developed gold-catalyzed Hosomi-Sakurai type of reaction on lactols with allyltrimethyl silane and Stille cross coupling to assemble the advanced fragment. The synthesis of the C10-C19 fragment was accomplished by means of Sharpless epoxidation and asymmetric alkylation reactions starting from (R)-methyl lactate.
authors.affiliation: Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India. mohapatra@iict.res.in.
authors.forename: Barla
authors.initials: B
authors.lastname: Thirupathi
authors.forename: Debendra K
authors.initials: DK
authors.lastname: Mohapatra
mesh_terms: D002384:Catalysis; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005233:Fatty Alcohols; D011714:Pyrans; C076087:herboxidiene; D006046:Gold