Total synthesis of microcarpalide.
[reaction: see text] An efficient, convergent approach for the total synthesis of microcarpalide (1) is described. The synthetic strategy features the Sharpless asymmetric dihydroxylation, regioselective epoxide opening with various nucleophiles such as a lithium acetylide and cuprates derived from the vinyl stannane and the vinyl iodide for the construction of a C7-C8 trans-double bond and Yamaguchi macrolactonization as the key steps.
Kumar
Pradeep
P
Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411008, India. tripathi@dalton.ncl.res.in
Naidu
S Vasudeva
SV
D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D006573:Heterocyclic Compounds, 1-Ring / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000473:Alkanes; D000970:Antineoplastic Agents; D006573:Heterocyclic Compounds, 1-Ring; C442266:microcarpalide