1584133-07-2

Upstream product

• 77-60-1 tigogenin 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 514-33-0 (16S,20S)-3β-hydroxy-23,24-bis-norcholano-22,16-lactone 

Downstream Products

• 1584133-11-8 C₃₈H₅₄O₃Si 

Relevant academic research and scientific papers

Development of Biomimetic Synthesis of Propindilactone G?

The natural product propindilactone G is a complex Schisandra nortriterpenoid with a unique 5/5/7/6/5 pentacyclic framework. This full paper describes the development of concise biomimetic synthesis of propindilactone G from a known steroid lactone. The key C19-OH intermediate was synthesized via Breslow and Suárez radical remote C—H functionalizations. Wagner-Meerwein rearrangement was subsequently utilized for the expansion of the B ring. To invert the configuration of the C10 tertiary alcohol, an intramolecular peroxide cyclization catalyzed by BF3·Et2O was devised. The 5/5 fused lactone system was then assembled in a biomimetic transesterification/oxa-Michael addition sequence. Our work should provide experimental support for the proposed biosynthetic pathway and facilitate investigation of the biological activities of propindilactone G.

Highly efficient and scalable synthesis of clionamine D

Herein we describe an efficient and scalable synthesis of clionamine D (4), a special member with autophagy bioactivity and an unprecedented spirobislactone side chain in the novel aminosteroid clionamines. This synthesis features a quick access to α-methylene-γ-lactone 8 and a Mn(OAc)3-mediated radical [3 + 2] reaction to assemble the unique spirobislactone unit. Clionamine D (4) can also serve as a key synthetic precursor to other clionamine members.