[3,3]-Claisen rearrangements in 24 alpha-methyl steroid synthesis - Application 
to campesterol, crinosterol, and delta(25)-crinosterol side chain construction

Khripach, V. A.; Zhabinskii, V. N.; Konstantinova, O. V.; Khripach, N. B.; Antonchik, A. P.; Schneider, Bernd

doi:10.1016/S0039-128X(02)00007-7

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[3,3]-Claisen rearrangements in 24 alpha-methyl steroid synthesis - Application to campesterol, crinosterol, and delta(25)-crinosterol side chain construction

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Schneider, Bernd
Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society;

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引用

Khripach, V. A., Zhabinskii, V. N., Konstantinova, O. V., Khripach, N. B., Antonchik, A. P., & Schneider, B. (2002). [3,3]-Claisen rearrangements in 24 alpha-methyl steroid synthesis - Application to campesterol, crinosterol, and delta(25)-crinosterol side chain construction. Steroids, 67(7), 597-603. doi:10.1016/S0039-128X(02)00007-7.

引用: https://hdl.handle.net/11858/00-001M-0000-0012-B59D-2

要旨

This paper elaborates an improved synthesis of crinosterol and campesterol starting from stigmasterol. The proposed approach is based on Claisen rearrangement of Delta(23)-22-allylic alcohols with various configurations of the 22-hydroxy group and geome