biostudies-literatureSchoch PEuropean Research Councile202506245https://www.ebi.ac.uk/biostudies/studies/S-EPMC12377431biostudies-literatureUnknown64(35)Herein, we present the semisynthesis of complex taxane diterpenoid 1-hydroxytaxuspine C. Starting from cheap and abundant 10-deacetylbaccatin III, a scalable and robust route was developed, enabling an unprecedented gram-scale access to the intricate (3,11)-cyclotaxane scaffold. In addition, this represents the first synthetic access to C1-hydroxylated cyclotaxanes. The natural product is synthesized in 17 steps, with the reactions being performed on decagram-scale up to an advanced intermediate, establishing the scalability of this approach.Angewandte Chemie (International ed. in English)Gram-Scale Access to (3,11)-Cyclotaxanes-Synthesis of 1-Hydroxytaxuspine C.PMC12377431101003072Schoch PSchneider FKrivolapova YPan LGaich TfalseGram-Scale Access to (3,11)-Cyclotaxanes-Synthesis of 1-Hydroxytaxuspine C.Herein, we present the semisynthesis of complex taxane diterpenoid 1-hydroxytaxuspine C. Starting from cheap and abundant 10-deacetylbaccatin III, a scalable and robust route was developed, enabling an unprecedented gram-scale access to the intricate (3,11)-cyclotaxane scaffold. In addition, this represents the first synthetic access to C1-hydroxylated cyclotaxanes. The natural product is synthesized in 17 steps, with the reactions being performed on decagram-scale up to an advanced intermediate, establishing the scalability of this approach.2025-01-01T00:00:00Z2025 Aug2026-05-09T19:06:06.227Z2026-04-08T01:10:54.65ZS-EPMC123774314051882110.1002/anie.202506245