biostudies-literatureHuang QNCI NIH HHSNIGMS NIH HHS543-5https://www.ebi.ac.uk/biostudies/studies/S-EPMC2537461biostudies-literatureUnknown8(3)[reaction: see text]. The total synthesis of (+/-)-bipinnatin J was achieved through a concise route that features the use of a silver ion promoted S(N)1-type gamma-alkylation of a siloxyfuran and a diastereoselective Cr(II)-mediated macrocyclization to provide bipinnatin J (1), wherein the remote furanone stereocenter at C10 induced the relative stereochemistry of the two additional stereocenters.Organic lettersTotal synthesis of (+/-)-bipinnatin J.PMC2537461R01 GM69990R01 CA101438R01 CA101438-09R01 CA101438-08R01 CA101438-07R01 CA101438-06R01 CA101438-05Rawal VHHuang QfalseTotal synthesis of (+/-)-bipinnatin J.[reaction: see text]. The total synthesis of (+/-)-bipinnatin J was achieved through a concise route that features the use of a silver ion promoted S(N)1-type gamma-alkylation of a siloxyfuran and a diastereoselective Cr(II)-mediated macrocyclization to provide bipinnatin J (1), wherein the remote furanone stereocenter at C10 induced the relative stereochemistry of the two additional stereocenters.2006-01-01T00:00:00Z2006 Feb2025-04-04T13:10:10.185Z2019-03-27T00:16:36ZS-EPMC25374611643588010.1021/ol053054s