1233510-40-1

Basic information

• Product Name: (R)-5-((S,E)-1-hydroxy-3-phenylallyl)furan-2(5H)-one
• Synonyms: (R)-5-((S,E)-1-hydroxy-3-phenylallyl)furan-2(5H)-one
• CAS NO: 1233510-40-1
• Molecular Weight: 216.236
• Mol File: 1233510-40-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-5-((S,E)-1-hydroxy-3-phenylallyl)furan-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-((S,E)-1-hydroxy-3-phenylallyl)furan-2(5H)-one(1233510-40-1)
• EPA Substance Registry System: (R)-5-((S,E)-1-hydroxy-3-phenylallyl)furan-2(5H)-one(1233510-40-1)

Safety Data

• Hazardous Substances Data: 1233510-40-1(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 121896-38-6 2-tert-butyldimethylsilyloxyfuran 
• 61550-02-5 (furan-2-yloxy)-trimethylsilane 

Relevant articles and documents

Catalytic, asymmetric vinylogous Mukaiyama aldol reactions of pyrrole- and furan-based dienoxy silanes: How the diene heteroatom impacts stereocontrol

Denmark's chiral bisphosphoramide/silicon tetrachloride system performs as an excellent Lewis base-Lewis acid catalyst for the vinylogous Mukaiyama aldol reaction of pyrrole- and furan-based dienoxy silanes with aromatic and heteroaromatic aldehydes. This asymmetric methodology provides a powerful synthetic entry to a variety of d-hydroxylated g-butenolide-type frameworks with high efficiency and valuable margins of regio-, diastereo-, and enantioselectivity. Notably, the nature of the heteroatom within the vinylogous dienoxy silane donor heavily impacts the diastereocontrol, with syn-configured aldol adducts emerging from pyrroles bearing electron- withdrawing N-protecting groups (Boc, Ts, and Cbz) and anti-configured adducts prevailing when furan- or N-alkyl/alkenylpyrrole donors are involved.