01091nas a2200157 4500008004100000022001400041245008700055210007100142260000800213300001400221490000700235520052000242100002900762700002400791856011800815 2025 eng d a1523-706000aTotal synthesis of (±)-streptoglyceride A and of putative (±)-streptoglyceride C0 aTotal synthesis of ±streptoglyceride A and of putative ±streptog cJUN a5931-59350 v273 a

The first total synthesis of (+/-)-Streptoglyceride A-one of the early members of this family to be isolated-has been accomplished, along with the synthesis of the putative structure of (+/-)-Streptoglyceride C. The unique tricyclic ring present in these natural products has been constructed by employing a gold-catalyzed tandem diynol cycloisomerization followed by one-pot dihydroxylation/trans-glycosylation. The pendant diene unit was fabricated by Takai olefination and subsequent Stille coupling.

1 aKhobragade, Virendra, R.1 aRamana, Chepuri, V. uhttps://library.ncl.res.in/content/total-synthesis-%C2%B1-streptoglyceride-and-putative-%C2%B1-streptoglyceride-c