The synthesis and stereochemistry of (22R)-20α,22- and (22S)-20α,22-dihydroxycholesterol

20α, 22ξ-Dihydroxycholesterol, an Intermediate in the Biosynthesis of Pregnenolone (3β-Hydroxypregn-5-en-20-one) from Cholesterol

Kyutaro Shimizu, Marcel Gut, Ralph I. Dorfman · Journal of Biological Chemistry · 1962 · 118 citations · Full text

Biosynthesis, Oxysterol, Biochemistry +2

Transformation of labeled cholesterol, 20α-hydroxycholesterol, (22R)-22-hydroxycholesterol, and (22R)-20α,22-dihydroxycholesterol by adrenal acetone-dried preparations from guinea pigs, cattle and man: I. Establishment of radiochemical purity of products

Shlomo Burstein, Helen Zamoscianyk, Howard L. Kimball et al. · Steroids · 1970 · 53 citations

Lipid Analysis, Oxysterol, Radiochemical Purity +8

Stereochemistry of the Addition Reactions of Grignard Reagents to 20-Keto Steroids. Sythesis of 17.alpha.,20.alpha.--Dihydroxycholesterol

June G. Williams, Robert Nickolson, Marcel Gut · The Journal of Organic Chemistry · 1969 · 26 citations

Natural Product Synthesis, Bioorganic Chemistry, Oxysterol +15

Steroid Studies. X.¹ Studies on the Configuration of 22-Hydroxycholesterol from Narthecium ossifragum Huds

Kyosuke Tsuda, Ryoichi Hayatsu · Journal of the American Chemical Society · 1959 · 17 citations

Lipid Analysis, Molecular Sciences, Steroid Studies +12

Acid-Catalyzed Rearrangement of 20α-Ethynylpregn-5-ene-3β,20β-diol 3-Acetate¹

Marcel Gut · Journal of the American Chemical Society · 1965 · 13 citations

Acid-catalyzed Rearrangement, Bioorganic Chemistry, Engineering +11