TY - JOUR
T1 - Conversion of steroidal δ-lactones into dihydropyrans or tetrahydropyrans
AU - Pettit, George
AU - Dias, Jerry R.
N1 - Funding Information:
185-18Cio) was converted in 70% yield into neopentyl ether (Va) (m.p. 182---183°). Reduction of ester (IV) using sodium boro- deuteride-boron trifluoride etherate (2 days, reflux) provided (70%) the dideuterio-counterpart (Vb). Intro-duction of two deuterium atoms was verified by mass spectral and n.m.r. measurements and provides some additional justification for our earlier assumption that both newly introduced hydrogens emanate from the boron hydride reagent.' The scope of these new diborane reactions is being studied. This investigation was supported by Public Health Service Research Grants from the National Cancer Institute. H H We are also grateful to the National Institutes of Health for the award of a predoctoral fellowship to J.D.CrY-1 (Y la;R = H b;R= D (Received, A9ri.t lst, 1970; Corn. 438.) t The structure assigned each new compound has been confirmed by results of mass, 1H n.m.r., and i.r.
PY - 1970
Y1 - 1970
N2 - By varying experimental conditions, diborane has been found useful for converting certain δ-lactones into either hemiacetal, tetrahydropyran, or dihydropyran derivatives.
AB - By varying experimental conditions, diborane has been found useful for converting certain δ-lactones into either hemiacetal, tetrahydropyran, or dihydropyran derivatives.
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U2 - 10.1039/C29700000901
DO - 10.1039/C29700000901
M3 - Article
AN - SCOPUS:37049133733
SN - 0577-6171
SP - 901
EP - 902
JO - Journal of the Chemical Society D: Chemical Communications
JF - Journal of the Chemical Society D: Chemical Communications
IS - 15
ER -