205815-42-5

Basic information

• Product Name: 2H-Cyclopenta[b]furan-2-one, 3,3a,4,6a-tetrahydro-3-(hydroxymethylene)-, (3Z,3aalpha,6aalpha)- (9CI)
• Synonyms: 2H-Cyclopenta[b]furan-2-one, 3,3a,4,6a-tetrahydro-3-(hydroxymethylene)-, (3Z,3aalpha,6aalpha)- (9CI)
• CAS NO: 205815-42-5
• Molecular Formula: C8H8O3
• Molecular Weight: 152.14732
• Product Categories: ALDEHYDE
• Mol File: 205815-42-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Cyclopenta[b]furan-2-one, 3,3a,4,6a-tetrahydro-3-(hydroxymethylene)-, (3Z,3aalpha,6aalpha)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Cyclopenta[b]furan-2-one, 3,3a,4,6a-tetrahydro-3-(hydroxymethylene)-, (3Z,3aalpha,6aalpha)- (9CI)(205815-42-5)
• EPA Substance Registry System: 2H-Cyclopenta[b]furan-2-one, 3,3a,4,6a-tetrahydro-3-(hydroxymethylene)-, (3Z,3aalpha,6aalpha)- (9CI)(205815-42-5)

Safety Data

• Hazardous Substances Data: 205815-42-5(Hazardous Substances Data)

Upstream product

• 5650-67-9 3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one 
• 109-94-4 formic acid ethyl ester 
• 56487-70-8 (3aS,6aR)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one 
• 160080-50-2 (3aS,6R,6aR)-6-iodohexahydro-2H-cyclopenta[b]furan-2-one 
• 13668-61-6 (cyclopent-2-eneyl)acetic acid 
• 78684-68-1 6-iodo-3,3a,4,5,6,6a-hexahydrocyclopentafuran-2-one 

Downstream Products

• 159655-80-8 (3aR,6aR)-3-[1-((2R,3R,4S)-4-Methyl-5-oxo-3-phenylsulfanyl-tetrahydro-furan-2-yloxy)-meth-(E)-ylidene]-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 

Relevant articles and documents

Use of Winterfeldt's template to control the C-2' configuration in the synthesis of strigol-type compounds

A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2' in the synthesis of strigol and its structural analogues.

The Preparation of Synthetic Analogues of Strigol

A range of analogues of the natural germination stimulant, strigol, for parasitic weeds of the genera Striga and Orobanche, has been prepared.Most of the products contain an α-formyl-γ-lactone (or α-formyl-γ-lactam) grouping attached through an enol-ether linkage to the 5-position of a but-2-enolide.Some have shown sufficiently high activities as to warrant large-scale field trials.