1391635-45-2Relevant academic research and scientific papers
Transformation of the B ring to the C ring of bryostatins by Csp3-H amination and Z to E isomerization
Lu, Ji,Zhang, Yuebao,Yang, Wenyu,Guo, Qianyou,Gao, Lu,Song, Zhenlei
, p. 5232 - 5235 (2017)
An interesting approach to transform the B ring of bryostatins to the C ring has been developed. The key tactics of the approach feature an intramolecular Csp3-H bond amination to form spirocyclic hemiaminal, which undergoes ring opening to aff
Total Synthesis of Bryostatin 8 Using an Organosilane-Based Strategy
Zhang, Yuebao,Guo, Qianyou,Sun, Xianwei,Lu, Ji,Cao, Yanjun,Pu, Qiang,Chu, Zhiwen,Gao, Lu,Song, Zhenlei
, p. 942 - 946 (2018)
Convergent total synthesis of bryostatin 8 has been accomplished by an organosilane-based strategy. The C ring is constructed stereoselectively through a geminal bis(silane)-based [1,5]-Brook rearrangement, and the B ring through geminal bis(silane)-based Prins cyclization, thus efficiently joining the northern and southern parts of the molecule.
Prins cyclization of bis(silyl) homoallylic alcohols to form 2,6-cis-tetrahydropyrans containing a geometrically defined exocyclic vinylsilane: Efficient synthesis of ring b of the bryostatins
Lu, Ji,Song, Zhenlei,Zhang, Yuebao,Gan, Zubao,Li, Hongze
supporting information; experimental part, p. 5367 - 5370 (2012/07/03)
Prins Charming: Prins cyclization of a bis(silyl) homoallylic alcohol with an aldehyde shows excellent cis and Zselectivity to form tetrahydropyrans containing a geometrically defined exocyclic vinylsilane. This reaction was used as the key step in the synthesis of ringB of the bryostatins. Copyright
