ChemInform Abstract: Optically Active Cyclobutanone Chemistry: Synthesis of (-)-Cyclobut-A and...
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1999 nucleic acids nucleic acids U 0700 14 - 258 Optically Active Cyclobutanone Chemistry: Synthesis of (-)- Cyclobut-A and (±)-3’-epi-Cyclobut-A. — trans-Cyclobutane (IV), obtained by removal of the ethoxy group from cyclobutane (III) with inversion of the stereocenter, is successfully elaborated to give the target title compounds. The most efficient route to desired epimer (VII) for the synthesis of (-)-cyclobut- A (XII) is a sequence of hydroboration/oxidation/epimerization/reduction with minimal purification of the intermediates. The preparation of the corresponding racemic β-hydroxymethyl epimer as precursor for 3’-epi-cyclobut-A is also described. — (BROWN, BRIAN; HEGEDUS, LOUIS S.; J. Org. Chem. 63 (1998) 22, 8012-8018; Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA; EN) 1
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Transcript of ChemInform Abstract: Optically Active Cyclobutanone Chemistry: Synthesis of (-)-Cyclobut-A and...
1999 nucleic acids
nucleic acidsU 0700
14 - 258Optically Active Cyclobutanone Chemistry: Synthesis of (-)-Cyclobut-A and (±)-3’-epi-Cyclobut-A. — trans-Cyclobutane (IV),obtained by removal of the ethoxy group from cyclobutane (III) with inversionof the stereocenter, is successfully elaborated to give the target title compounds.The most efficient route to desired epimer (VII) for the synthesis of (-)-cyclobut-A (XII) is a sequence of hydroboration/oxidation/epimerization/reduction withminimal purification of the intermediates. The preparation of the correspondingracemic β-hydroxymethyl epimer as precursor for 3’-epi-cyclobut-A is alsodescribed. — (BROWN, BRIAN; HEGEDUS, LOUIS S.; J. Org. Chem. 63(1998) 22, 8012-8018; Dep. Chem., Colo. State Univ., Fort Collins, CO 80523,USA; EN)
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