Site-Selective modification of vitamin D analogue (Deltanoid) through a resin-based version of organoselenium 2,3-sigmatropic rearrangement.
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.
Xu
Wei-Ming
WM
College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, PR China.
He
Jun
J
Yu
Min-Qiang
MQ
Shen
Guo-Xiang
GX
D002117:Calcitriol / Q000031:analogs & derivatives / Q000737:chemistry; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry*; D014807:Vitamin D / Q000031:analogs & derivatives* / Q000737:chemistry
D016566:Organoselenium Compounds; D014807:Vitamin D; C055085:calcipotriene; D002117:Calcitriol