10.1021/ol500875e.s001
Karla
Mahender Reddy
Karla
Mahender
Reddy
Vanipenta Yamini
Vanipenta
Yamini
Kiran K. Singarapu
Kiran K.
Singarapu
Subhash Ghosh
Subhash
Ghosh
Synthesis of Proposed Aglycone of Mandelalide A
American Chemical Society
2014
Brown crotylation
olefination
Prins cyclization
Brown allylation reactions
convergent synthesis
2014-05-16 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Proposed_Aglycone_of_Mandelalide_A/2292025
A highly
convergent synthesis of the proposed mandelalide A aglycone
is reported. The cornerstones of the synthetic strategy include the
following: <i>E</i>-selective intramolecular Heck cyclization,
Masamune–Roush olefination, Stork–Zhao–Wittig
olefination, modified Prins cyclization; Sharpless asymmetric dihydroxylation
followed by Williamson-type etherification, Julia–Kocienski
olefination, Brown crotylation, and Brown allylation reactions.