Franck-Neumann, M.’s team published research in Tetrahedron Letters in 21 | CAS: 27943-46-0

Tetrahedron Letters published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.

Franck-Neumann, M. published the artcileTotal stereospecific synthesis of cis-chrysanthemic methyl ester: the cyclopropenic way, Synthetic Route of 27943-46-0, the publication is Tetrahedron Letters (1980), 21(7), 671-4, database is CAplus.

The title Me ester I (R = R1 = H) was prepared in 3 steps in 68% yield from Me2C:CHCCCO2Me (II). II, prepared (71%) from HOCMe2CH2CCH in 2 steps, underwent cycloaddition with Me2CN:NH at 0° to give 26% pyrazole III (R = CO2Me, R1 = CH:CMe2) and 63% III (R = CH:CMe2, R1 = CO2Me). UV irradiation of the pyrazoles gave the cyclopropene I (RR1 = bond), which underwent selective cis hydrogenation with KO2CN:NCO2K in AcOH to give 90% Me ester I (R = R1 = H).

Tetrahedron Letters published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics