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Org Lett ; 12(19): 4431-3, 2010 Oct 01.
Article in English | MEDLINE | ID: mdl-20828132

ABSTRACT

A site-selective modification of a vitamin D analogue (Deltanoid) through a two-step 2,3-sigmatropic rearrangement of organoselenium resin to prepare the key intermediate of calcipotriol has been developed. The polystyrene-supported selenium resins used here not only facilitate separation of product but also assist the crucial 2,3-sigmatropic rearrangement to introduce an important functional group (1α-hydroxyl) with high stereo- and regioselectivity.


Subject(s)
Organoselenium Compounds/chemistry , Vitamin D/analogs & derivatives , Calcitriol/analogs & derivatives , Calcitriol/chemistry , Molecular Structure , Vitamin D/chemistry
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