Novel phosphorus radical-based routes to horsfiline.
[reaction: see text]. Radicals derived from the phosphorus reagents, ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO), are used in two related approaches to synthesis of the alkaloid horsfiline (1). In particular, DEPO proves beneficial for effecting cyclizations at 80 degrees C that are difficult or impossible with Bu(3)SnH.
Murphy
John A
JA
WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, UK. john.murphy@strath.ac.uk
Tripoli
Régis
R
Khan
Tanweer A
TA
Mali
Umesh W
UW
D002625:Chemistry, Organic / Q000379:methods; D003500:Cyclization; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013696:Temperature
D010720:Phosphines; D013141:Spiro Compounds; C443722:horsfiline