Toward a versatile allylation reagent: practical, enantioselective allylation of acylhydrazones using strained silacycles.
A highly practical method for the enantioselective allylation of acylhydrazones has been developed. The previously reported strained silacycle reagent 1 reacts with a wide variety of acylhydrazones to give the hydrazide products with good enantioselectivity (83-89% ee, typically). It has been demonstrated that the products may be isolated without chromatography by recrystallization in >/=98% ee.
Berger
Richard
R
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Rabbat
Philippe M A
PM
Leighton
James L
JL
D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006835:Hydrazones / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D000498:Allyl Compounds; D006835:Hydrazones; D007097:Imines; D012821:Silanes