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Paper | Special issue | Vol 93, No. 1, 2016, pp.101-113
Published online, 2nd September, 2015
DOI: 10.3987/COM-15-S(T)6
Practical and Facile Route to a Functional Intermadiate from Stigmasterol for the Synthesis of 1α-Hydroxyvitamin D5 and Related Compounds

Michiyasu Takahashi, Seiya Hosokawa, Yuuya Ono, and Noboru Kubodera*

*International Institute of Active Vitamin D Analogs, 35-6, Sankeidai, Mishima, Shizuoka 411-0017, Japan


As a functional and versatile intermediate for the synthesis of 1α-hydroxyvitamin D5 and related compounds, 1α,2α-epoxy-3β-hydroxystigmasta- 5,7-diene was synthesized by a practical and facile 17-step route from stigmasterol in 17% overall yield.