TY - JOUR
T1 - Synthetic uses of steroidal ring B diene protection
T2 - 22,23-dihydroergosterol
AU - Barton, Derek H.R.
AU - Gunatilaka, A. A.Leslie
AU - Nakanishi, Tsutomu
AU - Patin, Henri
AU - Widdowson, David A.
AU - Worth, Brian R.
PY - 1976
Y1 - 1976
N2 - Protection of the ring B diene system of ergosterol by (i) a two-step addition of the elements of water across the 5,6-double bond, (ii) formation of the 4-phenyl-1,2,4-triazoline-3,5-dione adduct, or (iii) formation of the iron tricarbonyl adduct by treatment with p-methoxybenzylideneacetonetricarbonyliron, allowed selective reduction of the 22,23-double bond by catalytic or, as appropriate, ionic hydrogenation. Regeneration of the 5,7-diene system in each case gave a high yield of 22,23-dihydroergosterol.
AB - Protection of the ring B diene system of ergosterol by (i) a two-step addition of the elements of water across the 5,6-double bond, (ii) formation of the 4-phenyl-1,2,4-triazoline-3,5-dione adduct, or (iii) formation of the iron tricarbonyl adduct by treatment with p-methoxybenzylideneacetonetricarbonyliron, allowed selective reduction of the 22,23-double bond by catalytic or, as appropriate, ionic hydrogenation. Regeneration of the 5,7-diene system in each case gave a high yield of 22,23-dihydroergosterol.
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U2 - 10.1039/P19760000821
DO - 10.1039/P19760000821
M3 - Article
C2 - 944709
AN - SCOPUS:0016905024
SN - 1470-4358
SP - 821
EP - 826
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
IS - 8
ER -